ChemInform Abstract: Iminophosphorane-Mediated Synthesis of Fused (1,3,4)Thiadiazoles: Preparation of Imidazo(2,1-b)(1,3,4)thiadiazoles and (1,3,4)Thiadiazolo-(2,3-c)(1,2,4)triazine Derivatives.
Abstract
The N-amino heterocycles (I) and (VII) are coupled with triphenylphosphine dibromide (II) in the presence of a base to produce the iminophosphoranes (III) which undergo cyclocondensation with the acid chlorides (IV), yielding the imidazothiadiazoles (VI) or the thiadiazolotriazinium chlorides (IX).
ChemInform Abstract
The N-amino heterocycles (I) and (VII) are coupled with triphenylphosphine dibromide (II) in the presence of a base to produce the iminophosphoranes (III) which undergo cyclocondensation with the acid chlorides (IV), yielding the imidazothiadiazoles (VI) or the thiadiazolotriazinium chlorides (IX). In the case of (III), the intermediate hydrazonoyl chlorides (V) can be isolated.