Journal
ORGANIC LETTERS
Volume 21, Issue 10, Pages 3871-3875Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01392
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Funding
- SERB, India [EMR/2015/002047]
- DST under Fast Track Scheme
- IIT-B
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A bidentate chelation-assisted cobalt-catalyzed C-(sp(2))-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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