Tetrahedron Letters p. 5603 - 5606 (1997)
Update date:2022-08-10
Topics:
Pelkey, Erin T.
Gribble, Gordon W.
A three-step sequence has been developed for converting o-nitrobenzaldehydes into 2-nitroindoles. The key step involves the thermolysis of 2-(o-azidophenyl)nitroethylene (10) in xylenes which gives 2-nitroindole (4) in 54% yield, akin to the classic Sundberg indole synthesis. This procedure has also been utilized to synthesize 5,6-dimethoxy-2-nitroindole (14).
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