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高非对映选择性合成三氟甲基吲哚啉通过拦截苄基脱羧环加成非乙烯基，三氟甲基苯并恶唑烷酮与硫叶立德在钯催化下。

Highly Diastereoselective Synthesis of Trifluoromethyl Indolines by Interceptive Benzylic Decarboxylative Cycloaddition of Nonvinyl, Trifluoromethyl Benzoxazinanones with Sulfur Ylides under Palladium Catalysis.

机构信息

Department of Nanopharmaceutical Sciences & Department of Life Science and Applied Chemistry , Nagoya Institute of Technology , Gokiso, Showa-ku, Nagoya 466-8555 , Japan.

Chemistry Research Laboratory , University of Oxford , 12 Mansfield Road , Oxford OX1 3TA , U.K.

出版信息

Org Lett. 2018 Mar 16;20(6):1526-1529. doi: 10.1021/acs.orglett.8b00237. Epub 2018 Feb 23.

DOI:10.1021/acs.orglett.8b00237
PMID:29474077
Abstract

A highly diastereoselective synthesis of trifluoromethyl-substituted indolines under palladium catalysis is disclosed. The reaction proceeds by interceptive decarboxylative benzylic cycloaddition (IDBC) of nonvinyl, trifluoromethyl benzoxazinanones with sulfur ylides. The palladium-π-benzyl zwitterionic intermediates are suggested for this transformation, and this would be the first example of an IDBC reaction.

摘要

本文公开了一种钯催化下高非对映选择性合成三氟甲基取代吲哚啉的方法。该反应通过非乙烯基、三氟甲基苯并恶嗪酮与亚磺酰叶立德的拦截性脱羧苄基环加成（IDBC）进行。该转化建议使用钯-π-苄基两性离子中间体，这将是首例 IDBC 反应。

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