Synthesis 2015; 47(09): 1337-1347
DOI: 10.1055/s-0034-1379894
paper
© Georg Thieme Verlag Stuttgart · New York

Diversely Substituted Indoloazepinones and Indoloazocinones: A Post-Ugi Gold-Catalyzed Regioselective Carbocyclization Approach

Dipak D. Vachhani
a   Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, 3001 Leuven, Belgium
,
Amit Kumar
a   Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, 3001 Leuven, Belgium
b   Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India   Email: erik.vandereycken@chem.kuleuven.be
,
Sachin G. Modha*
a   Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, 3001 Leuven, Belgium
,
Sunil K. Sharma
b   Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India   Email: erik.vandereycken@chem.kuleuven.be
,
Virinder S. Parmar
b   Bioorganic Laboratory, Department of Chemistry, University of Delhi, Delhi 110 007, India   Email: erik.vandereycken@chem.kuleuven.be
,
Erik V. Van der Eycken*
a   Laboratory for Organic & Microwave-Assisted Chemistry (LOMAC), Department of Chemistry, University of Leuven (KU Leuven), Celestijnenlaan 200F, 3001 Leuven, Belgium
› Author Affiliations
Further Information

Publication History

Received: 27 October 2014

Accepted after revision: 15 January 2015

Publication Date:
26 February 2015 (online)


Abstract

A post-Ugi gold-catalyzed regioselective intramolecular carbocyclization strategy is reported. A better cationic gold system, compared to our previous report, has been optimized and utilized. The method presented exhibits excellent functional group compatibility including bulky substitutions on alkynes and allows the direct access to indoloazepinones and indoloazocinones in good to excellent yields.

Supporting Information