Mild generation of selenolate nucleophiles by thiol reduction of diselenides: convenient syntheses of selenyl-substituted aryl aldehydes
作者:Rashmi Dubey、Hangeun Lee、Do-Hyun Nam、Dongyeol Lim
DOI:10.1016/j.tetlet.2011.10.075
日期:2011.12
Various selenyl-substituted aryl aldehydes were obtained using dithiothreitol (DTT) as a reducing agent for diselenides in the presence of a base. For electron-deficient haloaryl aldehydes, a weak base, such as K2CO3, performed well. However, for electron-rich haloaryl aldehydes, a stronger base, such as 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), was required for successful substitution. The selenyl-substitution of heteroaryl substrates were also investigated to obtain satisfactory yields of the desired products. (C) 2011 Elsevier Ltd. All rights reserved.