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Current Organic Synthesis

Editor-in-Chief

ISSN (Print): 1570-1794
ISSN (Online): 1875-6271

Pictet-Spengler Reaction Revisited: Engineering of Tetherd Biheterocycles into Annulated Polyheterocycles

Author(s): Bijoy Kundu, Piyush K. Agarwal, Sudhir K. Sharma, Devesh Sawant, Anil K. Mandadapu, Mohammad Saifuddin and Sahaj Gupta

Volume 9 , Issue 3 , 2012

Page: [357 - 376] Pages: 20

DOI: 10.2174/157017912801270559

Price: $65

Abstract

This micro review focuses on the application of the modified Pictet-Spengler reaction to the synthesis of diverse polyheterocycles with structural resemblance to natural products. The modified Pictet-Spengler reaction takes use of tethered biheterocycles comprising nucleophilic partner and a source for electrophilic partner followed by their condensation with aldehydes/ketones to furnish annulated polyheterocycles. Using this strategy engineering of numerous tethered biheterocycles into annulated polyheterocycles has been successfully carried out using both 6-endo as well as 7-endo cyclizations.

Keywords: Pictet-Spengler reaction, 6-endo cyclization, 7-endo cyclization, Polyheterocycles


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