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TMSCN‐PhI(OAc) 2 Promoted Synthesis of 3‐Cyanophthalides from Phthalaldehydic Acids
Author(s) -
Ghosh Bidhan,
Chakraborty Soumen,
Mal Dipakranjan
Publication year - 2016
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201600755
Subject(s) - trimethylsilyl cyanide , dichloromethane , chemistry , medicinal chemistry , cyanide , trimethylsilyl , organic chemistry , stereochemistry , catalysis , solvent
Trimethylsilyl cyanide (TMSCN) in the presence of PhI(OAc) 2 and BF 3 . OEt 2 in dichloromethane is shown to be effective for direct conversion of phthalaldehydic acids into 3‐cyanophthalides at rt in good–excellent yields. A number of substituents in the substrates tolerate the reaction conditions. This method works well also with 2‐formylbenzamides.