AN EFFICIENT, ONE-POT SYNTHESIS OF 1,3-THIAZINES AND 1,2,3,5-THIATRIAZINES FROM N-(TRIMETHYLSILYL)IMINES VIA [4-CYCLOADDITION OF 1-THIA-3-AZADIENES(2])

Authors
BARLUENGA J TOMAS M BALLESTEROS A LOPEZ LA
Citation
J. Barluenga et al., AN EFFICIENT, ONE-POT SYNTHESIS OF 1,3-THIAZINES AND 1,2,3,5-THIATRIAZINES FROM N-(TRIMETHYLSILYL)IMINES VIA [4-CYCLOADDITION OF 1-THIA-3-AZADIENES(2]), Synthesis, (8), 1995, pp. 985-988
Citations number
38
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
8
Year of publication
1995
Pages
985 - 988
Database
ISI
SICI code
0039-7881(1995):8<985:AEOSO1>2.0.ZU;2-T
Abstract
The [4 + 2] cycloaddition reaction of 2-amino-1-thia-3-azabutadienes 2 , formed in situ from N-(trimethylsilyl)imines 1 and phenyl isothiocya nate, towards electron-poor dienophiles is described. The process is a pplied to a number of carbo- and heterodienophiles, allowing the regio selective formation of the cycloadducts 3-7 with complete endo-stereos electivity.