A study of the Willgerodt–Kindler reaction to obtain thioamides and α-ketothioamides under solvent-less conditions

Author:

Valdez-Rojas José Ernesto1,Ríos-Guerra Hulme1,Ramírez-Sánchez Alma Leticia1,García-González Guadalupe1,Álvarez-Toledano Cecilio2,López-Cortés José Guadalupe2,Toscano Rubén A.2,Penieres-Carrillo José Guillermo1

Affiliation:

1. Facultad de Estudios Superiores Cuautitlán-Universidad Nacional Autónoma de México, Sección de Química Orgánica, FESC, Campo 1, Avenida 1 de mayo s/n, Colonia Santa María Guadalupe Las Torres, Cuautitlán Izcalli, C. P. 54740, México.

2. Instituto de Química-Universidad Nacional Autónoma de México, Circuito Exterior, Ciudad Universitaria, Coyoacán, México D.F, C.P. 04510, México.

Abstract

In this paper, the results obtained in the synthesis of thioamides and α-ketothioamides by a modification of the Willgerodt–Kindler reaction, under solvent-free and noncatalyst conditions using IR energy as a source of activation, are presented. The use of IR energy in these reactions has been shown to lead to a mixture of thioamide and α-ketothioamide as the main products in most cases, with the latter predominating. The yields of α-ketothioamides from most of these reactions are better than those reported previously. To the best of our knowledge, this is the first time that IR energy has been applied to promote the Willgerodt–Kindler reaction.

Publisher

Canadian Science Publishing

Subject

Organic Chemistry,General Chemistry,Catalysis

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