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2-苄基丙二酸二甲酯。

imethyl 2-Benzylmalonate.

机构信息

Advanced Research Institute and Department of Chemistry, Taizhou University, Jiaojiang, Zhejiang 318000, P. R. China.

Department of Chemistry, Huaibei Normal University, Huaibei, Anhui 235000, P. R. China.

出版信息

J Org Chem. 2022 Jul 1;87(13):8697-8708. doi: 10.1021/acs.joc.2c00939. Epub 2022 Jun 9.

Abstract

An electrochemical dearomatizing spirocyclization of alkynes with dimethyl 2-benzylmalonates for the preparation of spiro[4.5]deca-trienones has been developed. This approach adopts ferrocene (CpFe) as an electrocatalyst to produce carbon-centered radical intermediates from C-H-based malonates, which obviates the forthputting of noble-metal reagents, sacrificial chemical oxidants and 2-bromomalonates. A wide variety of spiro compounds are efficiently prepared with satisfactory results under mild conditions.

摘要

一种电化学去芳构化的炔烃与二甲基 2-苄基丙二酸酯的螺环化反应,用于制备螺[4.5]癸-10-三烯酮,已经被开发出来。该方法采用二茂铁(CpFe)作为电催化剂,从基于 C-H 的丙二酸酯中产生碳中心自由基中间体,从而避免了贵金属试剂、牺牲化学氧化剂和 2-溴丙二酸酯的使用。在温和条件下,通过该方法可以有效地制备各种螺环化合物,并且得到了令人满意的结果。

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