CSIR Central

Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature

IR@IICB: CSIR-Indian Institute of Chemical Biology, Kolkata

View Archive Info
 
 
Field Value
 
Title Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature
 
Creator Hossian, Asik
Bhunia, Samir Kumar
Jana, Ranjan Jana
 
Subject Chemistry
 
Description We report herein a Pd(II)-catalyzed Heck-type coupling between arene carboxylic acids and alkenes at room temperature. Mechanistically, the reaction proceeds in two distinct pathways where electron-rich substrates undergo a palladium(II)-catalyzed decarboxylation and electron-deficient substrates proceed through silver(I)-assisted decarboxylation. Dimethyl sulfoxide (DMSO) or sulfide ligands have positive and negative roles in the reaction outcome, respectively. The present protocol is combined for the peptide modification under mild reaction conditions.
 
Publisher American Chemical Society
 
Date 2016
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://www.eprints.iicb.res.in/2497/1/JOURNAL_OF_ORGANIC_CHEMISTRY__Volume__81____Issue__6____Pages__2521%2D2533.pdf
Hossian, Asik and Bhunia, Samir Kumar and Jana, Ranjan Jana (2016) Substrate-Dependent Mechanistic Divergence in Decarboxylative Heck Reaction at Room Temperature. The Journal of Organic Chemistry, 81 (6). pp. 2521-2533.
 
Relation http://dx.doi.org/10.1021/acs.joc.6b00100
http://www.eprints.iicb.res.in/2497/