Acid-catalyzed [2 + 2 + 2] cycloaddition of two cyanamides and one ynamide: highly regioselective synthesis of 2,4,6-triaminopyrimidines-Reference-Cited by-同舟云学术

Acid-catalyzed [2 + 2 + 2] cycloaddition of two cyanamides and one ynamide: highly regioselective synthesis of 2,4,6-triaminopyrimidines

Published:2021 Issue:20 Volume:19 Page:4577-4584
ISSN:1477-0520
Container-title:Organic & Biomolecular Chemistry
language:en
Short-container-title:Org. Biomol. Chem.

Author:

Dubovtsev Alexey Yu.¹²³^ORCID,Zvereva Valeria V.¹²³^ORCID,Shcherbakov Nikolay V.¹²³^ORCID,Dar'in Dmitry V.¹²³^ORCID,Novikov Alexander S.¹²³^ORCID,Kukushkin Vadim Yu.¹²³⁴⁵^ORCID

Affiliation:

1. Saint Petersburg State University

2. 199034 Saint Petersburg

3. Russian Federation

4. South Ural State University

5. 454080 Chelyabinsk

Abstract

Triflic acid (10 mol%) catalyzes the highly regioselective [2 + 2 + 2] cycloaddition between two cyanamides and one ynamide to grant the 2,4,6-triaminopyrimidine core.

Funder

Russian Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2021/OB/D1OB00513H

Reference52 articles.

1. Recent Advances in Cyanamide Chemistry: Synthesis and Applications

2. The Cyanamide Moiety, Synthesis and Reactivity

3. Regioselective Iron-Catalyzed [2 + 2 + 2] Cycloaddition Reaction Forming 4,6-Disubstituted 2-Aminopyridines from Terminal Alkynes and Cyanamides