Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides

An efficient cobalt-catalyzed, indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via a cyclization/cross-coupling sequence was developed. The reactions proceeded effectively with wide functional group tolerance, leading to a wide variety of cyclic compounds, including cyc...

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Bibliographic Details
Published in:Organic chemistry frontiers an international journal of organic chemistry 2020-09, Vol.7 (18), p.2703-2709
Main Authors: Xuan-Di Song, Xiang-Rui, Li, Wang, Ya-Wen, Xue-Qiang Chu, Rao, Weidong, Xu, Haiyan, Guo-Zhi, Han, Zhi-Liang, Shen
Format: Article
Language:English
Subjects:
Alkenes
Aromatic compounds
Benzofuran
Bioactive compounds
Chemical reactions
Cobalt
Cross coupling
Cyclic compounds
Cyclopentane
Functional groups
Halides
Indene
Indium
Organic chemistry
Palladium
Pyrrolidine
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Summary:An efficient cobalt-catalyzed, indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via a cyclization/cross-coupling sequence was developed. The reactions proceeded effectively with wide functional group tolerance, leading to a wide variety of cyclic compounds, including cyclopentane, furan, pyrrolidine, octahydro-1H-indene, octahydro-benzofuran, hexahydro-4H-furo[2,3-b]pyran, and hexahydro-furo[2,3-b]furan, which are pivotal cores widely found in pharmaceutical and bioactive compounds.
ISSN:2052-4110
2052-4110
DOI:10.1039/d0qo00632g