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Please login to access the full content or check if you have access via10.15.1.1.4.5 With Formation of 4—4a and 9a—1 Bonds
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Gallagher, P. T., Science of Synthesis, (2001) 10, 706.
Three synthetic sequences are designated as ring closure at bonds C4—C4a and C9a—C1: condensation of 1,4-diketones or 1,4-dialdehydes with indoles, the synthesis of aminoethylcarbazoles, and the acid-catalyzed condensation of 1-arylpyrroles with 2,5-dimethoxytetrahydrofuran. The synthesis of aminoethylcarbazoles is a specific reaction and is limited in scope, whilst the acid-catalyzed condensation of 1-arylpyrroles with 2,5-dimethoxytetrahydrofuran is limited because it allows only for variation in the 9-aryl substituent on carbazole. The most versatile ring closure of this type is the condensation of 1,4-diketones or 1,4-dialdehydes with indoles, which allows a variety of substituents to be introduced into the carbazole nucleus.
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