K. Kobayashi, Kota Matsumoto, D. Nakamura
Jun 1, 2010
Citations
0
Influential Citations
17
Citations
Journal
Helvetica Chimica Acta
Abstract
A facile method for the synthesis of 2,3-dihydro-3-methylidene-1H-isoindol-1-one and its derivatives carrying substituent(s) at C(5) and/or C(6) has been developed. The reaction of 2-formylbenzonitrile (1a) with dimethyloxosulfonium methylide, generated by the treatment of trimethylsulfoxonium iodide with NaH in DMSO/THF at 0°, resulted in the formation of 2,3-dihydro-3-methylidene-1H-isoindol-1-one (2a) in 77% yield. Similarly, six 2-formylbenzonitriles carrying substituent(s) at C(4) and/or C(5), i.e., 1b–1g, also gave the corresponding expected products 2b–2g in comparable yields.