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

[ Vol. 9 , Issue. 3 ]

Author(s):

Bijoy Kundu, Piyush K. Agarwal, Sudhir K. Sharma, Devesh Sawant, Anil K. Mandadapu, Mohammad Saifuddin and Sahaj Gupta   Pages 357 - 376 ( 20 )

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

Affiliation:

Division of Medicinal and Process Chemistry, Central Drug Research Institute, CSIR, Lucknow 226001, India.



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