Organic Letters, volume 17, issue 21, pages 5384-5387
Palladium-Catalyzed Difluoroalkylation of Isocyanides: Access to Difluoroalkylated Phenanthridine Derivatives
Publication type: Journal Article
Publication date: 2015-10-26
Journal:
Organic Letters
Quartile SCImago
Q1
Quartile WOS
Q1
Impact factor: 5.2
ISSN: 15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
An efficient and general method for the synthesis of difluoroalkylated phenanthridine derivatives through palladium-catalyzed reaction of difluoroalkyl bromides with isocyanides is described. The reaction can also be extended to perfluoroalkyl iodides. Mechanistic studies reveal that a difluoroalkyl radical via a single-electron-transfer pathway is involved in the reaction.
Top-30
Citations by journals
|
2
4
6
8
10
12
14
16
|
|
|
Organic Letters
15 publications, 15.15%
|
|
|
Organic Chemistry Frontiers
10 publications, 10.1%
|
|
|
Journal of Organic Chemistry
9 publications, 9.09%
|
|
|
Chemical Communications
9 publications, 9.09%
|
|
|
Organic and Biomolecular Chemistry
7 publications, 7.07%
|
|
|
Tetrahedron
5 publications, 5.05%
|
|
|
Advanced Synthesis and Catalysis
5 publications, 5.05%
|
|
|
Chemistry - A European Journal
3 publications, 3.03%
|
|
|
European Journal of Organic Chemistry
3 publications, 3.03%
|
|
|
ACS Catalysis
3 publications, 3.03%
|
|
|
Chemistry - An Asian Journal
2 publications, 2.02%
|
|
|
Asian Journal of Organic Chemistry
2 publications, 2.02%
|
|
|
RSC Advances
2 publications, 2.02%
|
|
|
Chemical Society Reviews
2 publications, 2.02%
|
|
|
Synthesis
2 publications, 2.02%
|
|
|
Synlett
2 publications, 2.02%
|
|
|
Chemistry Letters
1 publication, 1.01%
|
|
|
Molecular Catalysis
1 publication, 1.01%
|
|
|
Green Synthesis and Catalysis
1 publication, 1.01%
|
|
|
Tetrahedron Letters
1 publication, 1.01%
|
|
|
Angewandte Chemie - International Edition
1 publication, 1.01%
|
|
|
Angewandte Chemie
1 publication, 1.01%
|
|
|
ChemInform
1 publication, 1.01%
|
|
|
Chinese Journal of Chemistry
1 publication, 1.01%
|
|
|
Journal of Heterocyclic Chemistry
1 publication, 1.01%
|
|
|
Accounts of Chemical Research
1 publication, 1.01%
|
|
|
Journal of the American Chemical Society
1 publication, 1.01%
|
|
|
Green Chemistry
1 publication, 1.01%
|
|
|
Chemical Science
1 publication, 1.01%
|
|
|
Heterocycles
1 publication, 1.01%
|
|
|
2
4
6
8
10
12
14
16
|
Citations by publishers
|
5
10
15
20
25
30
35
|
|
|
Royal Society of Chemistry (RSC)
32 publications, 32.32%
|
|
|
American Chemical Society (ACS)
29 publications, 29.29%
|
|
|
Wiley
21 publications, 21.21%
|
|
|
Elsevier
9 publications, 9.09%
|
|
|
Thieme
4 publications, 4.04%
|
|
|
The Chemical Society of Japan
1 publication, 1.01%
|
|
|
The Japan Institute of Heterocyclic Chemistry
1 publication, 1.01%
|
|
|
Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii
1 publication, 1.01%
|
|
|
5
10
15
20
25
30
35
|
- We do not take into account publications without a DOI.
- Statistics recalculated only for publications connected to researchers, organizations and labs registered on the platform.
- Statistics recalculated weekly.
{"yearsCitations":{"type":"bar","data":{"show":true,"labels":[2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[0,0,0,0,0,0,0,0,0],"codes":[0,0,0,0,0,0,0,0,0],"imageUrls":["","","","","","","","",""],"datasets":[{"label":"Citations number","data":[18,21,19,9,7,10,9,4,2],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":["18.18","21.21","19.19","9.09","7.07","10.1","9.09","4.04","2.02"],"barThickness":null}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"journals":{"type":"bar","data":{"show":true,"labels":["Organic Letters","Organic Chemistry Frontiers","Journal of Organic Chemistry","Chemical Communications","Organic and Biomolecular Chemistry","Tetrahedron","Advanced Synthesis and Catalysis","Chemistry - A European Journal","European Journal of Organic Chemistry","ACS Catalysis","Chemistry - An Asian Journal","Asian Journal of Organic Chemistry","RSC Advances","Chemical Society Reviews","Synthesis","Synlett","Chemistry Letters","Molecular Catalysis","Green Synthesis and Catalysis","Tetrahedron Letters","Angewandte Chemie - International Edition","Angewandte Chemie","ChemInform","Chinese Journal of Chemistry","Journal of Heterocyclic Chemistry","Accounts of Chemical Research","Journal of the American Chemical Society","Green Chemistry","Chemical Science","Heterocycles"],"ids":[3315,3991,8697,9073,541,3439,3906,24708,19472,4873,10120,9409,3100,20586,10934,10217,6851,4906,26555,6133,19215,25450,25372,7222,3189,1526,4813,1017,9646,22287],"codes":[0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp","\/storage\/images\/resized\/ktSZPrGjOMvauY6mn7jk8bqo3Af0S6abv653w90B_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/SovkqI6gX6to8o5XBnS9RNxEOYVicn7hatkMzrvl_medium.webp"],"datasets":[{"label":"","data":[15,10,9,9,7,5,5,3,3,3,2,2,2,2,2,2,1,1,1,1,1,1,1,1,1,1,1,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[15.15,10.1,9.09,9.09,7.07,5.05,5.05,3.03,3.03,3.03,2.02,2.02,2.02,2.02,2.02,2.02,1.01,1.01,1.01,1.01,1.01,1.01,1.01,1.01,1.01,1.01,1.01,1.01,1.01,1.01],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Journals","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"publishers":{"type":"bar","data":{"show":true,"labels":["Royal Society of Chemistry (RSC)","American Chemical Society (ACS)","Wiley","Elsevier","Thieme","The Chemical Society of Japan","The Japan Institute of Heterocyclic Chemistry","Autonomous Non-profit Organization Editorial Board of the journal Uspekhi Khimii"],"ids":[123,40,11,17,135,6950,9411,9422],"codes":[0,0,0,0,0,0,0,0],"imageUrls":["\/storage\/images\/resized\/leiAYcRDGTSl5B1eCnwpSGqmDEUEfDPPoYisFGhT_medium.webp","\/storage\/images\/resized\/iLiQsFqFaSEx6chlGQ5fbAwF6VYU3WWa08hkss0g_medium.webp","\/storage\/images\/resized\/bRyGpdm98BkAUYiK1YFNpl5Z7hPu6Gd87gbIeuG3_medium.webp","\/storage\/images\/resized\/GDnYOu1UpMMfMMRV6Aqle4H0YLLsraeD9IP9qScG_medium.webp","\/storage\/images\/resized\/xqixcltwJYe6H8Uco2JbAFfIOzt7UNKH0OcPOPzO_medium.webp","\/storage\/images\/resized\/ktSZPrGjOMvauY6mn7jk8bqo3Af0S6abv653w90B_medium.webp","\/storage\/images\/resized\/SovkqI6gX6to8o5XBnS9RNxEOYVicn7hatkMzrvl_medium.webp","\/storage\/images\/resized\/9Mus3KG1Tkd7Bwaurt8H3RwWh0CxRlGoO6ng9UK1_medium.webp"],"datasets":[{"label":"","data":[32,29,21,9,4,1,1,1],"backgroundColor":["#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6","#3B82F6"],"percentage":[32.32,29.29,21.21,9.09,4.04,1.01,1.01,1.01],"barThickness":13}]},"options":{"indexAxis":"y","maintainAspectRatio":false,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false},"x":{"ticks":{"stepSize":null,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":false}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Publishers","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartiles":{"type":"bar","data":{"show":true,"labels":[2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,1,0,0,0,0,0,0,0],"percentage":["0","1.01","0","0","0","0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[0,0,1,0,0,0,1,0,0],"percentage":["0","0","1.01","0","0","0","1.01","0","0"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[3,3,2,3,0,1,4,1,0],"percentage":["3.03","3.03","2.02","3.03","0","1.01","4.04","1.01","0"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[14,17,16,5,7,9,4,3,2],"percentage":["14.14","17.17","16.16","5.05","7.07","9.09","4.04","3.03","2.02"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[1,0,0,1,0,0,0,0,0],"percentage":["1.01","0","0","1.01","0","0","0","0","0"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by SCImago per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}},"yearsCitationsQuartilesWs":{"type":"bar","data":{"show":true,"labels":[2016,2017,2018,2019,2020,2021,2022,2023,2024],"ids":[],"codes":[],"imageUrls":[],"datasets":[{"label":"Q4","backgroundColor":"rgb(221,90,78)","data":[0,1,1,0,0,0,0,0,0],"percentage":["0","1.01","1.01","0","0","0","0","0","0"]},{"label":"Q3","backgroundColor":"rgb(251, 163,83)","data":[2,1,1,1,0,1,3,0,0],"percentage":["2.02","1.01","1.01","1.01","0","1.01","3.03","0","0"]},{"label":"Q2","backgroundColor":"rgb(232, 213, 89)","data":[5,9,7,4,3,2,2,1,0],"percentage":["5.05","9.09","7.07","4.04","3.03","2.02","2.02","1.01","0"]},{"label":"Q1","backgroundColor":"rgb(164, 207, 99)","data":[9,10,10,3,4,6,4,3,2],"percentage":["9.09","10.1","10.1","3.03","4.04","6.06","4.04","3.03","2.02"]},{"label":"Quartile not defined","backgroundColor":"#E5E7EB","data":[2,0,0,1,0,1,0,0,0],"percentage":["2.02","0","0","1.01","0","1.01","0","0","0"]}]},"options":{"indexAxis":"x","maintainAspectRatio":true,"scales":{"y":{"ticks":{"precision":0,"autoSkip":false,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true},"x":{"ticks":{"stepSize":1,"precision":0,"font":{"family":"Montserrat"},"color":"#000000"},"stacked":true}},"plugins":{"legend":{"position":"top","labels":{"font":{"family":"Montserrat"},"color":"#000000"}},"title":{"display":true,"text":"Citations quartiles by WoS per year","font":{"size":24,"family":"Montserrat","weight":600},"color":"#000000"}}}}}
Are you a researcher?
Create a profile to get free access to personal recommendations for colleagues and new articles.
Metrics
Cite this
GOST |
RIS |
BibTex |
MLA
Cite this
GOST
Copy
Gu J. W., Zhang X. Palladium-Catalyzed Difluoroalkylation of Isocyanides: Access to Difluoroalkylated Phenanthridine Derivatives // Organic Letters. 2015. Vol. 17. No. 21. pp. 5384-5387.
GOST all authors (up to 50)
Copy
Gu J. W., Zhang X. Palladium-Catalyzed Difluoroalkylation of Isocyanides: Access to Difluoroalkylated Phenanthridine Derivatives // Organic Letters. 2015. Vol. 17. No. 21. pp. 5384-5387.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.5b02739
UR - https://doi.org/10.1021/acs.orglett.5b02739
TI - Palladium-Catalyzed Difluoroalkylation of Isocyanides: Access to Difluoroalkylated Phenanthridine Derivatives
T2 - Organic Letters
AU - Gu, Ji Wei
AU - Zhang, Xingang
PY - 2015
DA - 2015/10/26 00:00:00
PB - American Chemical Society (ACS)
SP - 5384-5387
IS - 21
VL - 17
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex
Copy
@article{2015_Gu,
author = {Ji Wei Gu and Xingang Zhang},
title = {Palladium-Catalyzed Difluoroalkylation of Isocyanides: Access to Difluoroalkylated Phenanthridine Derivatives},
journal = {Organic Letters},
year = {2015},
volume = {17},
publisher = {American Chemical Society (ACS)},
month = {oct},
url = {https://doi.org/10.1021/acs.orglett.5b02739},
number = {21},
pages = {5384--5387},
doi = {10.1021/acs.orglett.5b02739}
}
Cite this
MLA
Copy
Gu, Ji Wei, and Xingang Zhang. “Palladium-Catalyzed Difluoroalkylation of Isocyanides: Access to Difluoroalkylated Phenanthridine Derivatives.” Organic Letters, vol. 17, no. 21, Oct. 2015, pp. 5384-5387. https://doi.org/10.1021/acs.orglett.5b02739.