Synthesis of Functionalized Bicyclic Pyridones Containing the Dithiocarbamate Group Using Thioazlactones, Diamines, and Nitroketene Dithioacetal

Synthesis of Functionalized Bicyclic Pyridones Containing the Dithiocarbamate Group Using Thioazlactones, Diamines, and Nitroketene Dithioacetal

An efficient method for the synthesis of highly substituted bicyclic pyridone derivatives containing the dithiocarbamate group is reported via a one-pot three-component reaction of 2-(alkylthio)thio­azlactones, diamines, and nitroketene dithioacetal in EtOH under catalyst-free conditions. The reacti...

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Bibliographic Details
Main Authors: Marziyeh Saeedi, Maryam Khoshdoun, Salman Taheri, Azim Ziyaei Halimehjani, Aliasghar Mohammadi, Mohammad Reza Halvagar, Vahid Amani
Format: Article
Language:English
Published: Georg Thieme Verlag KG 2021-04-01
Series:SynOpen
Subjects:
thioazlactone
nitroketene dithioacetal
bicyclic pyridine
dithiocarbamate
catalyst-free
Online Access:http://www.thieme-connect.de/DOI/DOI?10.1055/a-1492-9229
Description
Summary:An efficient method for the synthesis of highly substituted bicyclic pyridone derivatives containing the dithiocarbamate group is reported via a one-pot three-component reaction of 2-(alkylthio)thio­azlactones, diamines, and nitroketene dithioacetal in EtOH under catalyst-free conditions. The reaction proceeds via a domino amidation–­intramolecular 1,4-addition-type Friedel–Crafts alkylation reaction to afford the corresponding fused bicyclic pyridones with high yields and diastereoselectivity.
ISSN:2509-9396

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