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Rhodium(III)‐Catalyzed Regioselective Direct C4‐Alkylation and C2‐Annulation of Indoles: Straightforward Access to Indolopyridone
Author(s) -
Biswas Aniruddha,
Samanta Rajarshi
Publication year - 2018
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201701755
Subject(s) - chemistry , annulation , diazo , indole test , regioselectivity , alkylation , rhodium , reactivity (psychology) , functional group , selectivity , catalysis , combinatorial chemistry , oxime , stereochemistry , organic chemistry , medicinal chemistry , medicine , polymer , alternative medicine , pathology
A straightforward Rh III ‐catalyzed strategy was developed for the site‐selective C4‐alkylation and C2‐annulation of indole by using electronically variable diazo esters. The transformation was accomplished with the assist of an oxime directing group at the C3 position of the indole core with wide scope and functional‐group tolerance. The method directly provided an indolopyridone core. The selectivity was triggered by the reactivity of the diazo coupling partner.