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An Efficient Approach to Functionalized Indoles from λ 3 ‐Iodanes via Acyloxylation and Acyl Transfer
Author(s) -
Jeyakannu Palaniraja,
Chandru Senadi Gopal,
Chiang ChunHsien,
Kumar Dhandabani Ganesh,
Chang YuChing,
Wang JehJeng
Publication year - 2020
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.202000402
Subject(s) - chemistry , intramolecular force , hydroquinone , intermolecular force , functional group , combinatorial chemistry , organic chemistry , molecule , polymer
Versatile role of λ 3 ‐iodanes has been identified between the reaction of hydroquinone and β‐enaminones for the synthesis of 5‐acyloxy‐4‐hydroxy indoles. The reaction is proposed to proceed through an intermolecular C−C bond formation, intramolecular cyclization, acyloxylation and 1,4‐acyl migration. The important features of this work include various acyloxylation from λ 3 ‐iodanes and broad functional group tolerance to deliver 34 examples in moderate to good yields.