Synthesis 2013; 45(20): 2867-2874
DOI: 10.1055/s-0033-1339663
paper
© Georg Thieme Verlag Stuttgart · New York

Regioselective Palladium(II)-Catalyzed Desulfitative Heck-Type Reaction: Access to α-Benzyl-β-keto Esters from Baylis–Hillman Adducts and Sodium Sulfinates

Kammari Bal Raju
Organic & Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, India   Fax: +91(40)27191659   eMail: nagaiah@iict.res.in
,
Vellakkaran Mari
Organic & Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, India   Fax: +91(40)27191659   eMail: nagaiah@iict.res.in
,
Kommu Nagaiah*
Organic & Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Tarnaka, Hyderabad-500007, India   Fax: +91(40)27191659   eMail: nagaiah@iict.res.in
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Publikationsverlauf

Received: 10. Juni 2013

Accepted after revision: 01. August 2013

Publikationsdatum:
15. August 2013 (online)


Abstract

A new palladium(II)-catalyzed desulfitative Heck-Type arylation from sodium arenesulfinates and Baylis–Hillman adducts for the synthesis of highly functionalized α-benzyl-β-keto ester derivatives in good to excellent yields has been developed. This methodology is simple and mild, it can utilize halogen bearing building blocks, and it has excellent regioselectivity.

Supporting Information