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银催化的二苯基膦与肉桂酰胺的自由基参与的级联环化反应:得到 2-膦酰基-3H-吡咯并[1,2-a]吲哚。

Silver-Catalyzed Radical-Involved Cascade Cyclization of Diphenylphosphine with Cinnamamides: Access to 2-Phosphinoyl-3H-pyrrolo[1,2-a]indoles.

机构信息

Institute of Next Generation Matter Transformation, College of Chemical Engineering and College of Material Sciences Engineering at Huaqiao University , 668 Jimei Boulevard, Xiamen, Fujian 361021, P. R. China.

出版信息

Org Lett. 2017 Mar 3;19(5):980-983. doi: 10.1021/acs.orglett.6b03713. Epub 2017 Feb 16.

Abstract

A Ag-catalyzed phosphorus radical promoted cyclization of cinnamamides to give exclusively 2-phosphinoyl-3H-pyrrolo[1,2-a]indoles derivatives via a 5-endo-trig manner is described. This novel reaction leads to the simultaneous formation of C-C and C-P bonds in one step with excellent chemo- (only 5-endo) and diastereoselectivity (dr >20:1) under mild conditions in moderate to good yields.

摘要

Ag 催化的磷自由基促进肉桂酰胺的环化反应,以 5-endo-trig 方式得到高化学选择性(仅 5-endo)和非对映选择性(dr>20:1)的 2-膦酰基-3H-吡咯并[1,2-a]吲哚衍生物,产率中等至良好。该反应条件温和,在一步反应中同时形成 C-C 和 C-P 键。

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