One-Pot Direct Synthesis of Siloles from 1-Bromo-2-silylethynylbenzenes or 1-Bromo-4-silyl-1,3-enynes

ABSTRACT: We propose one-pot synthesis of siloles from readily available starting materials. This methodology is practical for the preparation of multisubstituted siloles in good to excellent yields with complete regioselectivity. Sequential reactions, such as lithiation, silylation, and diisobutylaluminum-hydride-promoted cyclization, enable the preparation of the siloles. This transformation provides siloles through two efficient C-Si bond formations in one vessel.

Automated summary

One-pot synthesis of siloles from readily available starting materials was proposed. This methodology allows for the preparation of multisubstituted siloles in good to excellent yields with complete regioselectivity. Sequential reactions, including lithiation, silylation, and diisobutylaluminum-hydride-promoted cyclization, enable the efficient formation of the siloles.