Rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes through C(sp²)-H/alkene functionalization.
Ming Bo Zhou
1, 2, 3
,
Rui Pi
1, 2, 3
,
Hu Ming
1, 2, 3
,
Yang Yuan
1, 2, 3
,
Renjie Song
1, 2, 3
,
Yuanzhi Xia
4, 5, 6, 7, 8
,
Jinheng Li
9, 10
1
State Key Laboratory of Chemo/Biosensing and Chemometrics College of Chemistry and Chemical Engineering
3
Changsha 410082 China
|
4
College of Chemistry and Materials Engineering
6
Wenzhou
|
7
325035
8
CHINA
|
Publication type: Journal Article
Publication date: 2014-09-04
scimago Q1
wos Q1
SJR: 5.550
CiteScore: 27.6
Impact factor: 16.9
ISSN: 14337851, 15213773
PubMed ID:
25195874
General Chemistry
Catalysis
Abstract
This study describes a new rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes using a Cu(OAc)2 oxidant for building a spirocyclic ring system, which includes the functionalization of an aryl C(sp(2))-H bond and addition/protonolysis of an alkene C=C bond. This method is applicable to a wide range of 5-aryl-2,3-dihydro-1H-pyrroles and internal alkynes, and results in the assembly of the spiro[indene-1,2'-pyrrolidine] architectures in good yields with excellent regioselectivities.
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93
Total citations:
93
Citations from 2024:
8
(8.6%)
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GOST
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Zhou M. B. et al. Rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes through C(sp²)-H/alkene functionalization. // Angewandte Chemie - International Edition. 2014. Vol. 53. No. 42. pp. 11338-11341.
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Zhou M. B., Pi R., Ming H., Yuan Y., Song R., Xia Y., Li J. Rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes through C(sp²)-H/alkene functionalization. // Angewandte Chemie - International Edition. 2014. Vol. 53. No. 42. pp. 11338-11341.
Cite this
RIS
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TY - JOUR
DO - 10.1002/anie.201407175
UR - https://doi.org/10.1002/anie.201407175
TI - Rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes through C(sp²)-H/alkene functionalization.
T2 - Angewandte Chemie - International Edition
AU - Zhou, Ming Bo
AU - Pi, Rui
AU - Ming, Hu
AU - Yuan, Yang
AU - Song, Renjie
AU - Xia, Yuanzhi
AU - Li, Jinheng
PY - 2014
DA - 2014/09/04
PB - Wiley
SP - 11338-11341
IS - 42
VL - 53
PMID - 25195874
SN - 1433-7851
SN - 1521-3773
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2014_Zhou,
author = {Ming Bo Zhou and Rui Pi and Hu Ming and Yang Yuan and Renjie Song and Yuanzhi Xia and Jinheng Li},
title = {Rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes through C(sp²)-H/alkene functionalization.},
journal = {Angewandte Chemie - International Edition},
year = {2014},
volume = {53},
publisher = {Wiley},
month = {sep},
url = {https://doi.org/10.1002/anie.201407175},
number = {42},
pages = {11338--11341},
doi = {10.1002/anie.201407175}
}
Cite this
MLA
Copy
Zhou, Ming Bo, et al. “Rhodium(III)-catalyzed [3+2] annulation of 5-aryl-2,3-dihydro-1H-pyrroles with internal alkynes through C(sp²)-H/alkene functionalization..” Angewandte Chemie - International Edition, vol. 53, no. 42, Sep. 2014, pp. 11338-11341. https://doi.org/10.1002/anie.201407175.