Issue 56, 2019

Transition metal-free assembly of 1,3,5-triazines using ethyl bromodifluoroacetate as C1 source

Abstract

An efficient transition metal-free annulation of amidine with ethyl bromodifluoroacetate to access 2,4-disubstituted-1,3,5-triazines is firstly presented. The desired symmetric and unsymmetric 2,4-disubstituted-1,3,5-triazines were obtained in decent yields via multiple C–N bond formation, in which ethyl bromodifluoroacetate is harnessed as a unique C1 synthon via quadruple cleavage. This reaction is transition metal-free, oxidant-free and simple in operation, and only lowly toxic inorganic wastes are generated.

Graphical abstract: Transition metal-free assembly of 1,3,5-triazines using ethyl bromodifluoroacetate as C1 source

Supplementary files

Article information

Article type
Communication
Submitted
07 May 2019
Accepted
10 Jun 2019
First published
10 Jun 2019

Chem. Commun., 2019,55, 8079-8082

Transition metal-free assembly of 1,3,5-triazines using ethyl bromodifluoroacetate as C1 source

X. Yu, Y. Zhou, X. Ma and Q. Song, Chem. Commun., 2019, 55, 8079 DOI: 10.1039/C9CC03534F

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