91075-24-0Relevant academic research and scientific papers
Hetero-Cope Rearrangements, III. - Vinylindoles via Hetero-Cope Rearrangement
Blechert, Siegfried
, p. 673 - 682 (2007/10/02)
The reaction of N-phenylnitrones 1 with allenes 2 which are substituted with electron acceptor groups gives various products via addition and sigmatropic rearrangement depending on the specific acceptor group.In this manner one obtains 2-substituted indoles 8a, 8b, and 10 from propadienyl trichloromethyl sulfoxide.Using phenyl propadienyl sulfone a derivative 4a of tetrahydro-1-benzazepin-4-one is obtained.Reactions with allenecarbonitril proceed via several steps and yield 2-vinylindoles of type 6.Intermediate products could not be isolated.
