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

Marziyeh Saeedi; Maryam Khoshdoun; Salman Taheri; Azim Ziyaei Halimehjani; Aliasghar Mohammadi; Mohammad Reza Halvagar; Vahid Amani

doi:10.1055/a-1492-9229

SynOpen, Inhaltsverzeichnis

CC BY-NC-ND 4.0 · SynOpen 2021; 05(02): 108-113
DOI: 10.1055/a-1492-9229

paper

Virtual Collection in Honor of Prof. Issa Yavari

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

Authors

Marziyeh Saeedi

^aChemistry & Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran
Maryam Khoshdoun

^aChemistry & Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran
Salman Taheri∗

^aChemistry & Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran
Azim Ziyaei Halimehjani ∗

^bFaculty of Chemistry, Kharazmi University, P. O. Box 15719-14911, 49 Mofateh Street, Tehran, Iran

^cInstitut für Organische Chemie, Albert-Ludwigs-Universität Freiburg, Albertstraße 21, 79104 Freiburg im Breisgau, Germany
Aliasghar Mohammadi

^aChemistry & Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran
Mohammad Reza Halvagar

^aChemistry & Chemical Engineering Research Center of Iran, P.O. Box 14335-186, Tehran, Iran
Vahid Amani

^dDepartment of Chemistry, Farhangian University, Tehran, Iran

Abstract

Alle Artikel dieser Rubrik

Abstract

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.

Key words

thioazlactone - nitroketene dithioacetal - bicyclic pyridine - dithiocarbamate - catalyst-free

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Referenzen

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Zusatzmaterial

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