Synthesis 2017; 49(23): 5224-5230
DOI: 10.1055/s-0036-1588546
paper
© Georg Thieme Verlag Stuttgart · New York

Tf2NH-Catalyzed 1,6-Conjugate Addition of Vinyl Azides with p-Quinone Methides: A Mild and Efficient Method for the Synthesis of β-Bis-Arylamides

Jayant Rathoda, b, Brijesh M. Sharmaa, b, Pramod S. Malic, Pradeep Kumar*a, b
  • aDivision of Organic Chemistry, CSIR-National Chemical Laboratory, Dr. Homi Bhabha Road, Pune-411008, India   Email: pk.tripathi@ncl.res.in
  • bAcademy of Scientific and Innovative Research (AcSIR), New Delhi-110025, India
  • cCentral NMR Facility, National Chemical Laboratory, Pune-411008, India
J. R and B. M. S thank the Council of Scientific and Industrial Research (CSIR), New Delhi for a Senior Research Fellowship. Dr. P. R. Rajamohanan [CSIR-NCL)] is thanked for NMR support, Ms. B. Santhakumari (CSIR-NCL) for the HRMS data; P. K also thanks the Council of Scientific and Industrial Research (CSIR), New Delhi for financial support as part of XII Five Year Plan under the title ORIGIN (CSC0108).
Further Information

Publication History

Received: 19 July 2017

Accepted after revision: 19 July 2017

Publication Date:
22 August 2017 (eFirst)

Abstract

Tf2NH-catalyzed tandem 1,6-conjugate addition/Schmidt type rearrangement using vinyl azides and p-quinone methides to access a variety of β-bis-arylated amides is reported. The method is quick, efficient, mild, and high yielding with broad substrate scope.

Supporting Information

 
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