Pseudo-cross-conjugated mesomeric betaines and N-heterocyclic carbenes of indazole

…, A Beutler, T Habeck, T Mordhorst, B Snovydovych

Index: Schmidt, Andreas; Beutler, Ariane; Habeck, Tobias; Mordhorst, Thorsten; Snovydovych, Bohdan Synthesis, 2006 , # 11 p. 1882 - 1894

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Citation Number: 3

Abstract

Abstract 1, 2-Dimethylindazolium-3-carboxylates are pseudo-cross-conjugated mesomeric betaines (PCCMB) and derivatives of the indazole alkaloid Nigellicin. They decarboxylate on heating to give intermediary N-heterocyclic carbenes of indazole that can be trapped with iso (thio) cyanates to amidates. Alternatively, 1, 2-dimethylindazolium-3-amidates can be prepared starting from the corresponding 1H-indazol-3-carboxylic acid which is converted ...