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Rh(III)-Catalyzed Divergent Synthesis of Alkynylated Imidazo[1,5-a]indoles and α,α-Difluoromethylene Tetrasubstituted Alkenes

Zhao, Fei; Qiao, Jin; Lu, Yangbin; Zhang, Xiaoning; Dai, Long; Gong, Xin; Mao, Hui; ... Liu, Siyu; + view all (2021) Rh(III)-Catalyzed Divergent Synthesis of Alkynylated Imidazo[1,5-a]indoles and α,α-Difluoromethylene Tetrasubstituted Alkenes. Organic Letters , 23 (15) pp. 5766-5771. 10.1021/acs.orglett.1c01929. Green open access

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Abstract

Herein, we report the divergent synthesis of alkynylated imidazo[1,5-a]indoles and α,α-difluoromethylene tetrasubstituted alkenes through Rh(III)-catalyzed [4 + 1] annulation/alkyne moiety migration and C-H alkenylation/DG migration, respectively. This protocol features tunable product selectivity, excellent chemo-, regio-, and stereoselectivity, broad substrate scope, moderate to high yields, good tolerance of functional groups, and mild redox-neutral conditions.

Type: Article
Title: Rh(III)-Catalyzed Divergent Synthesis of Alkynylated Imidazo[1,5-a]indoles and α,α-Difluoromethylene Tetrasubstituted Alkenes
Location: United States
Open access status: An open access version is available from UCL Discovery
DOI: 10.1021/acs.orglett.1c01929
Publisher version: https://doi.org/10.1021/acs.orglett.1c01929
Language: English
Additional information: This version is the author accepted manuscript. For information on re-use, please refer to the publisher’s terms and conditions.
UCL classification: UCL
UCL > Provost and Vice Provost Offices > UCL BEAMS
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences
UCL > Provost and Vice Provost Offices > UCL BEAMS > Faculty of Maths and Physical Sciences > Dept of Chemistry
URI: https://discovery-pp.ucl.ac.uk/id/eprint/10167634
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