Cobalt-Catalyzed Annulation Reactions of Alkylidenecyclopropanes: Access to Spirocyclopropanes at Room Temperature
Publication type: Journal Article
Publication date: 2019-05-02
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
31045369
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A bidentate chelation-assisted cobalt-catalyzed C(sp2)-H activation and annulation of benzamides and alkylidenecyclopropanes (ACPs) has been realized. The unique reactivity of organocobalt species led to selective migratory insertion across the more electron-rich C═C bond of the ACP followed by faster reductive elimination from the seven-membered cobaltacycle leading to spiro-dihydroisoquinoline derivatives with conservation of the cyclopropyl ring. The operationally simple reaction conditions allowed the C-H activation of both aryl and heteroaryl amides at room temperature.
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GOST
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Dey A., Thrimurtulu N., Volla C. M. R. Cobalt-Catalyzed Annulation Reactions of Alkylidenecyclopropanes: Access to Spirocyclopropanes at Room Temperature // Organic Letters. 2019. Vol. 21. No. 10. pp. 3871-3875.
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Dey A., Thrimurtulu N., Volla C. M. R. Cobalt-Catalyzed Annulation Reactions of Alkylidenecyclopropanes: Access to Spirocyclopropanes at Room Temperature // Organic Letters. 2019. Vol. 21. No. 10. pp. 3871-3875.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1021/acs.orglett.9b01392
UR - https://doi.org/10.1021/acs.orglett.9b01392
TI - Cobalt-Catalyzed Annulation Reactions of Alkylidenecyclopropanes: Access to Spirocyclopropanes at Room Temperature
T2 - Organic Letters
AU - Dey, Arnab
AU - Thrimurtulu, Neetipalli
AU - Volla, Chandra M. R.
PY - 2019
DA - 2019/05/02
PB - American Chemical Society (ACS)
SP - 3871-3875
IS - 10
VL - 21
PMID - 31045369
SN - 1523-7060
SN - 1523-7052
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2019_Dey,
author = {Arnab Dey and Neetipalli Thrimurtulu and Chandra M. R. Volla},
title = {Cobalt-Catalyzed Annulation Reactions of Alkylidenecyclopropanes: Access to Spirocyclopropanes at Room Temperature},
journal = {Organic Letters},
year = {2019},
volume = {21},
publisher = {American Chemical Society (ACS)},
month = {may},
url = {https://doi.org/10.1021/acs.orglett.9b01392},
number = {10},
pages = {3871--3875},
doi = {10.1021/acs.orglett.9b01392}
}
Cite this
MLA
Copy
Dey, Arnab, et al. “Cobalt-Catalyzed Annulation Reactions of Alkylidenecyclopropanes: Access to Spirocyclopropanes at Room Temperature.” Organic Letters, vol. 21, no. 10, May. 2019, pp. 3871-3875. https://doi.org/10.1021/acs.orglett.9b01392.