
Journal of the Chemical Society. Perkin transactions I p. 1101 - 1106 (1990)
Update date:2022-08-04
Topics:
Kawasaki, Tomomi
Nonaka, Yoshinori
Ohtsuka, Hiroaki
Sato, Hiroshi
Sakamoto, Masanori
The Wittig reaction of 1-acetyl-2-methoxy- (1) and 1-acetyl-2-hydroxyindol-3(2H)-one (2) with stabilized and semistabilized ylides gave predominantly 3-alkylidenedihydroindoles (4), (7), and (13) with (Z)-stereochemistry.When the Wittig reaction was carried out under more drastic conditions, the Wittig products (4) and (7) isomerized to afford 3-alkylindoles (5) and the indol-2-one (8), respectivily.These isomerizations are also described.
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(1990)