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Reactions of 2-aza-1,3,5-trienes with superbases: competition between formation of thiazoles and azepines
For the case of 1-(allylsulfanyl)-2-methoxy- N -(1-methylethylidene)buta-1,3-dien-1-amine, obtained from α-lithiated methoxyallene, isopropyl isothiocyanate, and allyl bromide, it was shown that 5-ethylidene-2-(1-methoxyprop-2-enyl)-4,4-dimethyl-4,5-dihydro-1,3-thiazole and 6-methoxy-2-methyl-3H-aze...
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Published in: | Chemistry of heterocyclic compounds (New York, N.Y. 1965) N.Y. 1965), 2012, Vol.47 (11), p.1430-1435 |
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Main Authors: | , , , , |
Format: | Article |
Language: | English |
Subjects: | |
Citations: | Items that this one cites Items that cite this one |
Online Access: | Get full text |
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Summary: | For the case of 1-(allylsulfanyl)-2-methoxy-
N
-(1-methylethylidene)buta-1,3-dien-1-amine, obtained from α-lithiated methoxyallene, isopropyl isothiocyanate, and allyl bromide, it was shown that 5-ethylidene-2-(1-methoxyprop-2-enyl)-4,4-dimethyl-4,5-dihydro-1,3-thiazole and 6-methoxy-2-methyl-3H-azepine are formed competitively upon the action of the t-BuOK–THF–DMSO system. |
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ISSN: | 0009-3122 1573-8353 |
DOI: | 10.1007/s10593-012-0930-5 |