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
Current Organic Synthesis
Title:Pictet-Spengler Reaction Revisited: Engineering of Tetherd Biheterocycles into Annulated Polyheterocycles
Volume: 9 Issue: 3
Author(s): Bijoy Kundu, Piyush K. Agarwal, Sudhir K. Sharma, Devesh Sawant, Anil K. Mandadapu, Mohammad Saifuddin and Sahaj Gupta
Affiliation:
Keywords: Pictet-Spengler reaction, 6-endo cyclization, 7-endo cyclization, Polyheterocycles
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.
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Cite this article as:
Kundu Bijoy, K. Agarwal Piyush, K. Sharma Sudhir, Sawant Devesh, K. Mandadapu Anil, Saifuddin Mohammad and Gupta Sahaj, Pictet-Spengler Reaction Revisited: Engineering of Tetherd Biheterocycles into Annulated Polyheterocycles, Current Organic Synthesis 2012; 9 (3) . https://dx.doi.org/10.2174/157017912801270559
DOI https://dx.doi.org/10.2174/157017912801270559 |
Print ISSN 1570-1794 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-6271 |
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