Volume 20, Issue 2
Heterocyclic Compounds
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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.

R. MOLINA

R. MOLINA

Dep. Quim. Org., Fac. Cienc., Univ., 30001 Murcia, Spain

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A. LORENZO

A. LORENZO

Dep. Quim. Org., Fac. Cienc., Univ., 30001 Murcia, Spain

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J. VILAPLANA

J. VILAPLANA

Dep. Quim. Org., Fac. Cienc., Univ., 30001 Murcia, Spain

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E. ALLER

E. ALLER

Dep. Quim. Org., Fac. Cienc., Univ., 30001 Murcia, Spain

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J. PLANES

J. PLANES

Dep. Quim. Org., Fac. Cienc., Univ., 30001 Murcia, Spain

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First published: January 10, 1989

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.

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