钯催化β-碘代-β-硅基苯乙烯与炔烃的分子间反应实现多取代苯的区域选择性合成。

Regioselective synthesis of multisubstituted benzenes by palladium-catalyzed intermolecular reaction of β-iodo-β-silylstyrenes with alkynes.

机构信息

Department of Applied Chemistry, Graduate School of Science and Engineering, Saitama University , 255 Shimo-ohkubo, Sakura-ku, Saitama 338-8570, Japan.

出版信息

Org Lett. 2013 Jun 21;15(12):2962-5. doi: 10.1021/ol4010883. Epub 2013 Jun 3.

DOI:10.1021/ol4010883

PMID:23731377

Abstract

The Pd-catalyzed reaction between β-iodo-β-silylstyrenes and terminal alkynes in i-Pr2NEt gave 1,2,3,5-tetrasubstituted benzenes with complete regioselection. The use of certain silylacetylenes as alkynes enabled efficient synthesis of 1,3,5-trissilyl-2-arylbenzenes, which could be transformed into other multisubstituted benzenes by displacement of the silyl groups.

摘要

钯催化的β-碘代-β-硅基苯乙烯和末端炔烃在异丙基乙基胺中的反应以完全的区域选择性得到了 1,2,3,5-四取代的苯。某些硅基乙炔作为炔烃的使用能够有效地合成 1,3,5-三取代的-2-芳基苯，这些化合物可以通过取代硅基转化为其他多取代的苯。