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Double Carbonylation Using Glyoxal (HCOCOH): A Practical Copper‐Promoted Synthesis of Isatins from Primary and Secondary Anilines
Author(s) -
Kuan Suzie Hui Chin,
Sun Wei,
Wang Lu,
Xia Chungu,
Tay Meng Guan,
Liu Chao
Publication year - 2017
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.201700583
Subject(s) - chemistry , carbonylation , glyoxal , reagent , primary (astronomy) , copper , organic chemistry , combinatorial chemistry , catalysis , carbon monoxide , physics , astronomy
A novel double carbonylation process has been demonstrated with easily available HCOCOH (glyoxal) as the double carbonylation reagent. Simple CuCl 2 ⋅2H 2 O (copper(II) chloride dihydrate) was used as the oxidant for this transformation. Under optimized reaction conditions, various primary and secondary anilines were double‐carbonylated to afford their corresponding isatins (26 examples, up to 80% yields).