Transition-metal free synthesis of diaryl vinyl selenides: a simple synthetic approach with high selectivity
摘要:
A simple, highly efficient synthetic protocol is developed for the synthesis of unsymmetrical diaryl vinyl selenides from diaryldiselenide and beta-bromo styrene under transition-metal free conditions in N,N'dimethyl propylene urea and 130 degrees C to afford high yields and excellent selectivities. This method provides a new strategy to fabricate a wide variety of important substituted molecular skeletons and an alternative to conventionally used metal salts, additives, and ligands. (C) 2014 Elsevier Ltd. All rights reserved.
Glycerol as a promoting medium for cross-coupling reactions of diaryl diselenides with vinyl bromides
作者:Loren C. Gonçalves、Gabriela F. Fiss、Gelson Perin、Diego Alves、Raquel G. Jacob、Eder J. Lenardão
DOI:10.1016/j.tetlet.2010.10.107
日期:2010.12
herein the use of glycerol as a novel solvent in the cross-coupling reaction of diaryl diselenides with vinyl bromides catalyzed by CuI. This cross-coupling reaction was performed with diaryl diselenides and (Z)- or (E)-vinyl bromides bearing electron-withdrawing and electron-donating groups, affording the corresponding vinyl selenides in good to excellent yields. The mixture glycerol/catalyst can be