Dimerisation of 3-aryl-2-cyanothioacrylamides. A [2s+ 4s] cyclo-addition to give substituted 3,4-dihydro-2H-thiopyrans
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 6,p. 629-633
- https://doi.org/10.1039/p19780000629
Abstract
A thermal dimerisation of the Diels–Alder type is reported for certain 3-aryl-2-cyanothioacrylamides giving rise to novel derivatives of 3,4-dihydro-2H-thiopyran. The regioselectivity and stereoselectivity of this thermal heterodiene cycloaddition reaction are rationalised in terms of frontier orbital interactions. N.m.r. and i.r. data are reported for 21 thioacrylamides in monomeric and/or dimeric form.Keywords
This publication has 0 references indexed in Scilit: