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A one-pot multistep cyclization yielding thiadiazoloimidazole derivatives.

ABSTRACT: A versatile synthetic procedure is described to prepare the benzimidazole-fused 1,2,4-thiadiazoles 2a-c via a methanesulfonyl chloride initiated multistep cyclization involving the intramolecular reaction of an in-situ generated carbodiimide with a thiourea unit. The structure of the intricate heterocycle 2a was confirmed by single-crystal X-ray analysis and its mechanism of formation supported by DFT computations.

SUBMITTER: Samanta D

PROVIDER: S-EPMC4311674 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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A one-pot multistep cyclization yielding thiadiazoloimidazole derivatives.

Samanta Debabrata D Rana Anup A Bats Jan W JW Schmittel Michael M

Beilstein journal of organic chemistry 20141215

A versatile synthetic procedure is described to prepare the benzimidazole-fused 1,2,4-thiadiazoles 2a-c via a methanesulfonyl chloride initiated multistep cyclization involving the intramolecular reaction of an in-situ generated carbodiimide with a thiourea unit. The structure of the intricate heterocycle 2a was confirmed by single-crystal X-ray analysis and its mechanism of formation supported by DFT computations. ...[more]

PMID: 25670969

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