Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization
The Mannich-type reaction of N-methylmorpholinium 4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates with 3-(1,3-benzodioxol-5-yl)-2-methylpropanal (ocean propanal) and p-toluidine afforded 7-aryl-2-(1,3-benzodioxol-5-ylmethyl)-2-methyl-3-[(4-methylphenyl)amino]-5-oxo-2,3,6,7-tetrahydro-5H-...
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2018
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ir-20.500.12258-30772020-07-07T12:55:36Z Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization Dotsenko, V. V. Доценко, В. В. Aminomethylation Bis(pyrid-2-yl)disulfides Mannich reaction Thiazolo[3,2-a]pyridines X-ray studies The Mannich-type reaction of N-methylmorpholinium 4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates with 3-(1,3-benzodioxol-5-yl)-2-methylpropanal (ocean propanal) and p-toluidine afforded 7-aryl-2-(1,3-benzodioxol-5-ylmethyl)-2-methyl-3-[(4-methylphenyl)amino]-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyridine-8-carbonitriles in modest (25–46%) yields. The structure of the key compound was confirmed by X-ray crystal structure analysis 2018-09-26T09:35:26Z 2018-09-26T09:35:26Z 2017 Статья Dotsenko, V.V., Bushmarinov, I.S., Goloveshkin, A.S., Chigorina, E.A., Frolov, K.A., Krivokolysko, S.G. Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization // Phosphorus, Sulfur and Silicon and the Related Elements. - 2017. - Volume 192. - Issue 1. - Pages 47-52 https://www.scopus.com/record/display.uri?eid=2-s2.0-84992129583&origin=resultslist&sort=plf-f&src=s&st1=Synthesis+of+thiazolo%5b3%2c2-a%5dpyridines+via+an+unusual+Mannich-type+cyclization&st2=&sid=60eedcc0553c9716e061af579858b0e1&sot=b&sdt=b&sl=92&s=TITLE-ABS-KEY%28Synthesis+of+thiazolo%5b3%2c2-a%5dpyridines+via+an+unusual+Mannich-type+cyclization%29&relpos=0&citeCnt=3&searchTerm= http://hdl.handle.net/20.500.12258/3077 en Phosphorus, Sulfur and Silicon and the Related Elements application/pdf application/pdf Taylor and Francis Ltd. |
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Aminomethylation Bis(pyrid-2-yl)disulfides Mannich reaction Thiazolo[3,2-a]pyridines X-ray studies |
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Aminomethylation Bis(pyrid-2-yl)disulfides Mannich reaction Thiazolo[3,2-a]pyridines X-ray studies Dotsenko, V. V. Доценко, В. В. Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization |
description |
The Mannich-type reaction of N-methylmorpholinium 4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates with 3-(1,3-benzodioxol-5-yl)-2-methylpropanal (ocean propanal) and p-toluidine afforded 7-aryl-2-(1,3-benzodioxol-5-ylmethyl)-2-methyl-3-[(4-methylphenyl)amino]-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyridine-8-carbonitriles in modest (25–46%) yields. The structure of the key compound was confirmed by X-ray crystal structure analysis |
format |
Статья |
author |
Dotsenko, V. V. Доценко, В. В. |
author_facet |
Dotsenko, V. V. Доценко, В. В. |
author_sort |
Dotsenko, V. V. |
title |
Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization |
title_short |
Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization |
title_full |
Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization |
title_fullStr |
Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization |
title_full_unstemmed |
Synthesis of thiazolo[3,2-a]pyridines via an unusual Mannich-type cyclization |
title_sort |
synthesis of thiazolo[3,2-a]pyridines via an unusual mannich-type cyclization |
publisher |
Taylor and Francis Ltd. |
publishDate |
2018 |
url |
https://www.scopus.com/record/display.uri?eid=2-s2.0-84992129583&origin=resultslist&sort=plf-f&src=s&st1=Synthesis+of+thiazolo%5b3%2c2-a%5dpyridines+via+an+unusual+Mannich-type+cyclization&st2=&sid=60eedcc0553c9716e061af579858b0e1&sot=b&sdt=b&sl=92&s=TITLE-ABS-KEY%28Synthesis+of+thiazolo%5b3%2c2-a%5dpyridines+via+an+unusual+Mannich-type+cyclization%29&relpos=0&citeCnt=3&searchTerm= https://dspace.ncfu.ru/handle/20.500.12258/3077 |
work_keys_str_mv |
AT dotsenkovv synthesisofthiazolo32apyridinesviaanunusualmannichtypecyclization AT docenkovv synthesisofthiazolo32apyridinesviaanunusualmannichtypecyclization |
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1760601556419346432 |