Reactivity of Morita–Baylis–Hillman Adducts in C–H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles
Ashok Kumar Pandey
1
,
DA-HYE KANG
2, 3
,
Sang Hoon Han
1
,
Hee Young Lee
1
,
Neeraj Kumar Mishra
1
,
H S Kim
1
,
Young-Hoon Jung
1
,
Sungwoo Hong
2, 3
,
Publication type: Journal Article
Publication date: 2018-07-26
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
30047738
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
The rhodium(III)-catalyzed cross-coupling of (hetero)aryl nitrones with Morita-Baylis-Hillman (MBH) adducts is described. An allylated intermediate derived from aryl nitrones and MBH adducts allows the formation of bridged cyclic compounds via an exotype [3 + 2] cycloaddition. In sharp contrast, electron-rich indolinyl or aniline substrates were found to couple with MBH adducts to generate naphthalene or carbazole derivatives, respectively.
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Metrics
38
Total citations:
38
Citations from 2024:
9
(23.68%)
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GOST
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Pandey A. K. et al. Reactivity of Morita–Baylis–Hillman Adducts in C–H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles // Organic Letters. 2018. Vol. 20. No. 15. pp. 4632-4636.
GOST all authors (up to 50)
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Pandey A. K., KANG D., Han S. H., Lee H. Y., Mishra N. K., Kim H. S., Jung Y., Hong S., Kim I. S. Reactivity of Morita–Baylis–Hillman Adducts in C–H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles // Organic Letters. 2018. Vol. 20. No. 15. pp. 4632-4636.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.8b01910
UR - https://doi.org/10.1021/acs.orglett.8b01910
TI - Reactivity of Morita–Baylis–Hillman Adducts in C–H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles
T2 - Organic Letters
AU - Pandey, Ashok Kumar
AU - KANG, DA-HYE
AU - Han, Sang Hoon
AU - Lee, Hee Young
AU - Mishra, Neeraj Kumar
AU - Kim, H S
AU - Jung, Young-Hoon
AU - Hong, Sungwoo
AU - Kim, In Su
PY - 2018
DA - 2018/07/26
PB - American Chemical Society (ACS)
SP - 4632-4636
IS - 15
VL - 20
PMID - 30047738
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2018_Pandey,
author = {Ashok Kumar Pandey and DA-HYE KANG and Sang Hoon Han and Hee Young Lee and Neeraj Kumar Mishra and H S Kim and Young-Hoon Jung and Sungwoo Hong and In Su Kim},
title = {Reactivity of Morita–Baylis–Hillman Adducts in C–H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/acs.orglett.8b01910},
number = {15},
pages = {4632--4636},
doi = {10.1021/acs.orglett.8b01910}
}
Cite this
MLA
Copy
Pandey, Ashok Kumar, et al. “Reactivity of Morita–Baylis–Hillman Adducts in C–H Functionalization of (Hetero)aryl Nitrones: Access to Bridged Cycles and Carbazoles.” Organic Letters, vol. 20, no. 15, Jul. 2018, pp. 4632-4636. https://doi.org/10.1021/acs.orglett.8b01910.