Tetrahedron letters

Regioselectivity in electrophilic substitution of 5-aminoindoles and 5-aminoindolines: synthesis of pyrrolo [3, 2-e] indoles and isomeric pyrrolo [2, 3-f] indoles

…, A Burchat, G Weeratunga, I Watts, GI Dmitrienko

文献索引：Prasad; Burchat; Weeratunga; Watts; Dmitrienko Tetrahedron Letters, 1991 , vol. 32, # 38 p. 5035 - 5038

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被引用次数: 15

摘要

Abstract An FMO Theory prediction that 5-aminoindoles, 5, should react with electrophiles preferentially at C 4 rather than at C 6 whereas N 1-acyl-5-aminoindolines, 6, should react preferentially at C 6 rather than C 4 is borne out experimentally by the synthesis of a pyrrolo [3, 2-e] indole from 5 and pyrrolo [2, 3-f] indoles from 6.