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Photoredox‐Mediated Minisci Alkylation of N‐Heteroarenes using Carboxylic Acids and Hypervalent Iodine
Author(s) -
Wang Junhua,
Li GuoXing,
He Gang,
Chen Gong
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800197
Subject(s) - chemistry , hypervalent molecule , alkylation , photoredox catalysis , functional group , primary (astronomy) , combinatorial chemistry , substrate (aquarium) , iodine , alkyl , carboxylic acid , molecule , photocatalysis , organic chemistry , catalysis , polymer , physics , oceanography , astronomy , geology
A new protocol of photoredox‐mediated Minisci alkylation of N‐heteroarenes with aliphatic carboxylic acids has been developed. Using Ru(bpy) 3 Cl 2 as photocatalyst and acetoxybenziodoxole (BI–OAc) as oxidant, a variety of primary, secondary and tertiary alkyl groups can be efficiently incorporated into various electron‐deficient N‐heteroarenes. This protocol demonstrated excellent substrate scope and good functional group tolerance and can be applied to late‐stage functionalization of complex molecules.