Abstract <p>A new method has been developed for the synthesis of spiroindoline-fused pyrano[3,2-<i>c</i>] and pyrano[3,2-<i>a</i>]carbazole derivatives via a three-component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isatins, and aryl enaminyl ketones. The transformation is proposed to occur through a sequence involving Knoevenagel condensation, Michael addition, <i>ortho</i>-cyclization, elimination, and isomerization. This protocol offers such advantages as ease of product isolation, good functional group tolerance, and high yields.</p>

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A Diversity-Oriented Route to Novel Spiroindoline–Pyranocarbazoles via a One-Pot Three-Component Reaction

  • Pannala Padmaja,
  • Khodbhaya Bijalben Arjanbhai,
  • Patel Mit Bhaveshbhai,
  • Pedavenkatagari Narayana Reddy,
  • B. V. Subba Reddy

摘要

Abstract

A new method has been developed for the synthesis of spiroindoline-fused pyrano[3,2-c] and pyrano[3,2-a]carbazole derivatives via a three-component reaction of 4-hydroxycarbazole or 2-hydroxycarbazole, isatins, and aryl enaminyl ketones. The transformation is proposed to occur through a sequence involving Knoevenagel condensation, Michael addition, ortho-cyclization, elimination, and isomerization. This protocol offers such advantages as ease of product isolation, good functional group tolerance, and high yields.