The norrish type II reaction of the cyclic thioimides with a benzylic hydrogen
作者:Minoru Machida、Kazuaki Oda、Yuichi Kanaoka
DOI:10.1016/s0040-4039(00)98895-6
日期:——
On irradiation cyclic thioimides with N-ω-phenylalkyl substituents undergo the NorrishtypeII cyclization when benzylic hydrogen is available at the δ or ε-position of the thiocarbonyl group.
Photolysis of the 1-(omega-aralkyl)cyclic thioimides (1b,e,g,h) gave a pair of stereoisomers of 1-azabicycloalkanes (2, 3) in moderate yields. Similarly, in 3-(omega-phenylalkyl)cyclic thioimides (5a-e), a pair of stereoisomers of 2-azabicycloalkanes (6, 7) were obtained.