Denitrogenative dismantling of heteroaromatics by nucleophilic substitution reactions with diazomethyl compounds-Reference-Cited by-同舟云学术

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Denitrogenative dismantling of heteroaromatics by nucleophilic substitution reactions with diazomethyl compounds

Published:2024 Issue:28 Volume:15 Page:11065-11071
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Biswas Soumen¹,Empel Claire²,Sanchez-Palestino Luis Mario¹³,Arman Hadi¹,Koenigs Rene M.²^ORCID,Doyle Michael P.¹^ORCID

Affiliation:

1. Department of Chemistry, The University of Texas at San Antonio One UTSA Circle, San Antonio, TX 78249, USA

2. Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52074 Aachen, Germany

3. Escuela Superior de Medicina, Instituto Politécnico Nacional, Mexico City 11340, Mexico

Abstract

We report divergent reactions of 1,2,3-triazines and 1,2,3-triazine 1-oxides with diazomethyl compounds, the former yielding diazovinylketoesters, and the latter giving rise to pyrazole derivatives through extrusion of ethyl cyanocarboxylate and N2O.

Funder

Deutsche Forschungsgemeinschaft

Welch Foundation

Publisher

Royal Society of Chemistry (RSC)

Link

http://pubs.rsc.org/en/content/articlepdf/2024/SC/D4SC01578A

Reference47 articles.

1. Triazines: Syntheses and Inverse Electron-demand Diels–Alder Reactions

2. Heterocyclic N-Oxides - An Emerging Class of Therapeutic Agents

3. O. V.Larionov , Heterocyclic N-Oxides , Springer International Publishing , Cham, Switzerland , 2018

4. Synthesis and antitumor activities of 1,2,3-triazines and their benzo- and heterofused derivatives

5. Access to pyridines via cascade nucleophilic addition reaction of 1,2,3-triazines with activated ketones or acetonitriles

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