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One-pot synthesis of 1,3,5-triazine-2,4-dithione derivatives via three-component reactions.

ABSTRACT: A catalyst-free one-pot synthetic methodology was developed for the preparation of 1,3,5-triazine-2,4-dithione derivatives through three-component reactions of arylaldehydes, thiourea, and orthoformates. The procedure tolerated a diverse range of arylaldehydes and orthoformates and provided a rapid entry to a variety of 4-aryl-6-(alkylthio)-3,4-dihydro-1,3,5-triazine-2(1H)-thiones (29 examples). The synthetic strategy relies on the dual role of thiourea in the cyclization with the aldehydes and the alkylation via an intermediate imidate formation. The structures of 1,3,5-triazine-2,4-dithione derivatives were characterized by spectroscopic techniques as well as by single crystal X-ray diffraction.

SUBMITTER: Kang GF 

PROVIDER: S-EPMC7323627 | biostudies-literature | 2020

REPOSITORIES: biostudies-literature

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One-pot synthesis of 1,3,5-triazine-2,4-dithione derivatives via three-component reactions.

Kang Gui-Feng GF   Zhang Gang G  

Beilstein journal of organic chemistry 20200624

A catalyst-free one-pot synthetic methodology was developed for the preparation of 1,3,5-triazine-2,4-dithione derivatives through three-component reactions of arylaldehydes, thiourea, and orthoformates. The procedure tolerated a diverse range of arylaldehydes and orthoformates and provided a rapid entry to a variety of 4-aryl-6-(alkylthio)-3,4-dihydro-1,3,5-triazine-2(1<i>H</i>)-thiones (29 examples). The synthetic strategy relies on the dual role of thiourea in the cyclization with the aldehyd  ...[more]

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