Synlett

Synthesis of Carbazoles by Gold (I)-Catalyzed Carbocyclization of 2-(Enynyl) indoles

C Praveen, PT Perumal

Index: Praveen, Chandrasekaran; Perumal, Paramasivan Thirumalai Synlett, 2011 , # 4 p. 521 - 524

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Citation Number: 14

Abstract

Abstract A new synthetic protocol for carbazoles through gold (I)-catalyzed intramolecular hydroarylation of (Z)-2-(enynyl) indoles was achieved in good yields. The requisite (Z)-2- (enynyl) indoles were synthesized stereoselectively by trimethylgallium-promoted, Z- selective Wittig olefination of N-alkylindole-2-carboxaldehydes with propargyl ylides. Substrates possessing both alkyl as well as aromatic groups are well tolerated under ...