A Novel, One-Pot Four-Component Route to 2 '-Thioxo-2 ',3 '-dihydrospiro[indole-3,6 '-[1,3]thiazin]-2-one Derivatives

作者：Alizadeh Abdolali^*; Mokhtari Javad

来源：Helvetica Chimica Acta, 2011, 94(7): 1315-1319.

An efficient route to 2',3'-dihydro-2'-thioxospiro[indole-3,6'[1,3]thiazin]-2(1H)-one derivatives is described. It involves the reaction of isatine, 1-phenyl-2-(1,1,1-triphenyl-lambda(5)-phosphanylidene)ethan-1-one, and different amines in the presence of CS2 in dry MeOH at reflux (Scheme 1). The alkyl carbamodithioate, which results from the addition of the amine to CS2, is added to the alpha,beta-unsaturated ketone, resulting from the reaction between 1-phenyl-2-(1,1,1-triphenyl-lambda(5)-phosphanylidene)ethan-1-one and isatine, to produce the 3'-alkyl-2',3'-dihydro-4'-phenyl-2'-thioxospiro[indole-3,6'-[1,3]thiazin]-2(1H)-one derivatives in excellent yields (Scheme 2). Their structures were corroborated spectroscopically (IR, H-1- and C-13-NMR, and EI-MS) and by elemental analyses.

• 出版日期2011-7