Cyclopentathiadiazines,Cyclohepta- and Cyclopentadithiazoles: New Materials and a Rich Heterocyclic Chemistry of Cyclic Enaminonitriles

摘要

3-Amino-lH-indene-2-carbonitrile and 2-amino-3H-indene-1-carbonitrile reacted with SCl_2,iBu_3N and NCS to give benzocyclopenta[l,2,6]thiadiazines,and whilst 2-aminocy-clopent-1-enecarbonitrile gave,under the same conditions,a cyclopenta[l,2,6]thiadiazine,its reaction with mixtures of S_2C1_2,SC1_2 and iBu_3N under different conditions gave,selectively,an isothiazolo[3,4-d]cyclopenta[l,2,3]dithiazole and new cyclopenta[l,2,3]dithiazole derivatives.Similarly,2-ami-nocyclohept-1-enecarbonitrile reacted with SC1_2,iBu_3N and NCS to give a formally antiaromatic cyclohepta[l,2,3]dithi-azole.Some of the compounds obtained showed characteristics useful as new materials,for example,as liquid crystals and near-infrared dyes.