360572-96-9Relevant academic research and scientific papers
Efficient syntheses of thiochromans via cationic cycloadditions
Katritzky,Button
, p. 5595 - 5600 (2001)
α-(Benzotriazolyl)methyl thioethers 1a-e reacted with styrenes under Lewis acid catalysis to give novel polysubstituted thiochromans (3,4-dihydro-2H-1 -benzothiopyrans) 3-14 and 16-20 in generally high yields. Most thiochromans were isolated as one diastereomer following recrystallization. The configuration and conformation of the products are predicted on the basis of their NMR data. A stepwise reaction, proceeding via a [4+ + 2] cationic polar cycloaddition mechanism, is proposed.
