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铱催化的通过顺序 B(4)-C 键形成、环化和消除从 -卡硼烷和炔丙醇的环化吲哚基化和二烯基化反应。

Iridium-Catalyzed Cyclative Indenylation and Dienylation through Sequential B(4)-C Bond Formation, Cyclization, and Elimination from -Carboranes and Propargyl Alcohols.

机构信息

Department of Chemistry, Kangwon National University, Chuncheon 24341, Republic of Korea.

Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 34141, Republic of Korea.

出版信息

J Am Chem Soc. 2020 Jun 3;142(22):9890-9895. doi: 10.1021/jacs.0c02121. Epub 2020 May 18.

DOI:10.1021/jacs.0c02121
PMID:32396334
Abstract

Described herein is the first iridium-catalyzed cyclative indenylation through sequential B(4)-C and intramolecular C-C bond formation from -carboranes and propargyl alcohols, leading to the formation of B(4)-indenylated -carboranes with excellent regioselectivity via direct B-H activation. Moreover, the iridium-catalyzed regioselective 1,3-dienylation has been accessed through sequential B-H activation, dehydration, and decarboxylation, producing B(4)-dienylated -carboranes.

摘要

本文描述了首例铱催化的通过顺序 B(4)-C 和分子内 C-C 键形成的环化茚基化反应,该反应从 -卡硼烷和炔丙醇出发,通过直接 B-H 活化生成具有优异区域选择性的 B(4)-茚基化 -卡硼烷。此外,通过顺序的 B-H 活化、脱水和脱羧反应,还实现了铱催化的区域选择性 1,3-二烯基化反应,生成了 B(4)-二烯基化 -卡硼烷。

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