Benzazoles and naphthazoles

Bednyagina, N. P.; Gulemina, N. N.; Lipunova, G. N.; Салоутина, Л. В.

doi:10.1007/bf00497301

Cited by 1 publication

(2 citation statements)

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“…A number of methods to prepare thiazolo[5,4‐ b ]pyridines have been documented in the literature [1]. For example, methods that construct the bicycle by formation of a thiazole ring, include condensations of 3‐amino‐2‐halopyridine, or 3‐amino‐2‐pyridone derivatives, with thiocyanates, thioamides, or thioesters [14], the oxidative ring‐closure of 3‐aminopyridine thioamides or thioureas [15], condensations with 3‐aminopyridin‐2‐thiones [16], and reactions of N ‐(2‐pyridone‐3‐yl)acetamides with phosphorous pentasulfide [17]. Recently, a cross‐coupling/cyclization sequence starting from N ‐(2‐bromopyridin‐3‐yl)acetamide was also detailed [18].…”

Section: Introductionmentioning

confidence: 99%

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A single‐step preparation of thiazolo[5,4‐b]pyridine‐ and thiazolo[5,4‐c]pyridine derivatives from chloronitropyridines and thioamides, or thioureas

Sahasrabudhe

Estiarte

Tan

et al. 2009

Journal of Heterocyclic Chem

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A one-step synthesis of thiazolo [5,4-b]pyridines from an appropriately substituted chloronitropyridine and thioamide, or thiourea, is presented. In particular, the reaction was used to prepare a large number of 6-nitrothiazolo [5,4-b]pyridine derivatives, bearing hydrogen, alkyl, substituted alkyl, cycloalkyl, aryl, heteroaryl, and amine substituents at the 2-position. The reaction could also be extended to produce a thiazolo [4,5-c]pyridine derivative and thiazolo [5,4-b]pyridines with alternative substituents on the pyridinoid ring.

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Section: Introductionmentioning

confidence: 99%

“…1) [19]. In contrast to many literature methods of thiazolopyridine synthesis, our method does not use reagents such as tin(II) chloride, thiocyanate salts, thiophosgene, organometallics, or bromine [14–18].…”

Section: Introductionmentioning

confidence: 99%