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一种用于吡啶基/嘧啶基吲哚的区域和立体选择性C(sp)-H烯基化以及嘧啶基苯胺衍生物与烯酰胺的N-H烯基化反应的水溶性铼(I)催化剂。

A Water-Soluble Rhenium(I) Catalyst for the Regio- and Stereoselective C(sp)-H Alkenylation of -Pyridyl-/-Pyrimidylindole and the N-H Alkenylation of -Pyrimidylaniline Derivatives with Ynamides.

作者信息

Sarathkumar Sundaramoorthi, Kavala Veerababurao, Yao Ching-Fa

机构信息

Department of Chemistry, National Taiwan Normal University, No-88, Sec.4, Ting- Zhou Road, Taipei 11677, Taiwan R.O.C.

出版信息

Org Lett. 2021 Mar 19;23(6):1960-1965. doi: 10.1021/acs.orglett.0c04068. Epub 2021 Feb 1.

Abstract

A water-soluble and low-valent rhenium(I) catalyst for the C2 alkenylation of -pyridyl/-pyrimidylindole derivatives with ynamides under mild conditions using water as the solvent has been described. The reaction of -pyridyl/-pyrimidyl indole with the ynamide afforded the C2--selective alkenylation derivative as the sole product, and the reactions of -pyrimidylanilines delivered the corresponding -alkenylated product rather than the expected C-H alkenylation products in high yields under the same conditions.

摘要

已经报道了一种水溶性低价铼(I)催化剂,该催化剂能在温和条件下以水为溶剂,实现吡啶基/嘧啶基吲哚衍生物与炔酰胺的C2烯基化反应。吡啶基/嘧啶基吲哚与炔酰胺的反应以C2选择性烯基化衍生物作为唯一产物,并且在相同条件下,嘧啶基苯胺的反应能高产率地得到相应的β-烯基化产物,而非预期的C-H烯基化产物。

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