synthesis of Dialkyl 9-Chloro-3H-Pyrrolo[1,2-A]Indole-2,3-Dicarboxylates Mediated by Vinylphosphonium Salts

Abstract

The addition of a dialkyl acetylenedicarboxylate to 3-chloroindole-2-carboxaldehyde in the presence of triphenylphosphine leads initially to a vinylphosphonium salt, which undergoes an intramolecular Wittig reaction to produce the title compounds in fairly good yields.

Synthesis and Some Biological Properties of Pyrrolo[1,2‐a]indoles

“…Similarly, on the basis of 2‐formyl indole 112 , the authors of the works studied the Wittig reaction and produced an unsubstituted 3 H ‐pyrrolo[1,2‐ a ]indole 113 or its substituted derivatives (Scheme ).…”

One-pot synthesis of 4-ethyl 2,3-dimethyl 1-(5-aryl-1,3,4-thiadiazol-2-yl)-5-oxo-2,5-dihydro-1H-pyrrole-2,3,4-tricarboxylate derivatives via intramolecular Wittig reaction

“…44–49 In 2007, Anary-Abbasinejad et al 50 reported the synthesis of novel highly functionalized pyrrolidinones via intramolecular Wittig reactions. Inspired by the biological profiles of 1,3,4-thiadiazoles and pyrrolidinones and as part of our interest in the synthesis of heterocyclic compounds via intramolecular Wittig reactions, 51,52 we sought to synthesize the title compounds. For this purpose, first ethyl chlorooxoacetate was reacted with 2-amino-1,3,4-thiadiazoles for the synthesis of ethyl 2-oxo-2-[(5-aryl-1,3,4-thiadiazol-2-yl)amino]acetate derivatives (Scheme 1).…”