Regio- and π-Facial Selective Cycloadditions Involving 2-Phenyl-4-dimethylamino-1-thia-3-azabuta-1,3-diene and Allenic Esters: An Efficient Route to Novel 6-Alkylidene-6H-2-phenyl-5-ethoxycarbonyl-1,3-thiazines

Autor:	Ashish Kapur, Tilak Raj, Mohan Paul S. Ishar, Amritpal Kaur, Navdeep K. Girdhar
Rok vydání:	2004
Předmět:	chemistry.chemical_compound chemistry Diene Organic Chemistry Stereoselectivity Dimethylamine Medicinal chemistry Catalysis Adduct
Zdroj:	Synthesis. 2004:775-778
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-2004-815995
Popis:	2-Phenyl-4-dimethylamino-1-thia-3-azabuta-1,3-diene (4) undergoes regio- and stereoselective [4+2] cycloadditions with allenic esters on refluxing in CH 2 Cl 2 -beuzeue and the initially formed cycloadducts 6 furnish, afterelimination of dimethylamine, novel (E/Z)-6-alkylidene-6H-2-phenyl-5-ethoxycarbonyl-1,3-thiazines 7 and 8 in high yields. In the case of reaction with ethyl 2-methylbuta-2,3-dienoate, the adduct 6e has been isolated in very high yields.
Databáze:	OpenAIRE
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