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CuI‐Catalyzed Selective 3‐Alkylation of Indoles with N ‐Tosylhydrazones and the I 2 ‐Mediated Further Cyclization to Chromeno[2,3‐ b ]Indoles
Author(s) -
Miao ChunBao,
Sun YanFang,
Wu He,
Sun XiaoQiang,
Yang HaiTao
Publication year - 2018
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201800206
Subject(s) - chemistry , alkylation , indole test , catalysis , organic chemistry , medicinal chemistry , stereochemistry , combinatorial chemistry
The CuI‐catalyzed reaction of indoles with N ‐tosylhydrazones derived from the ortho ‐ /para ‐hydroxybenzaldhydes affords selectively the C ‐3 alkylated products rather than the N ‐alkylated products. In addition, the I 2 ‐mediated cyclization of the generated C ‐3 alkylated products allows the concise synthesis of chromeno[2,3‐ b ]indole derivatives.