Synthesis 2013; 45(18): 2571-2582
DOI: 10.1055/s-0033-1339474
paper
© Georg Thieme Verlag Stuttgart · New York

Post Ugi Gold(I)- and Platinum(II)-Catalyzed Alkyne Activation: Synthesis of Diversely Substituted Fused Azepinones and Pyridinones

Amit Kumar
a   Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium    Fax: +32(16)327990   Email: erik.vandereycken@chem.kuleuven.be
b   Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi-110 007, India
,
Dipak D. Vachhani
a   Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium    Fax: +32(16)327990   Email: erik.vandereycken@chem.kuleuven.be
,
Sachin G. Modha*
a   Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium    Fax: +32(16)327990   Email: erik.vandereycken@chem.kuleuven.be
c   Present address: ‘Mani Bhuvan’, Nr. Lohana Mahajan Vadi, Chhaya-360 578, Porbandar, Gujarat, India   Email: sachinmodha@gmail.com
,
Sunil K. Sharma
b   Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi-110 007, India
,
Virinder S. Parmar
b   Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi-110 007, India
,
Erik V. Van der Eycken*
a   Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, KU Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium    Fax: +32(16)327990   Email: erik.vandereycken@chem.kuleuven.be
› Author Affiliations
Further Information

Publication History

Received: 02 May 2013

Accepted after revision: 01 July 2013

Publication Date:
01 August 2013 (online)


Abstract

A post-Ugi late-transition-metal-catalyzed intramolecular hydroarylation approach opens a new gateway for the synthesis of diversely substituted pyrrolopyridinones, pyrroloazepinones thiophenoazepinones, azepinoindoles, and azepinobenzothiophenes applying mild reaction conditions. A detailed investigation of the scope of this strategy is discussed.

Supporting Information