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New route to 2-substituted indoles by pyrolysis of N-acylacetylphenylhydroxylamines

โœ Scribed by Ken-ichi Hirao; Kunihiko Mohri; Osamu Yonemitsu; Masayoshi Tabata; Junkichi Sohma

Publisher
Elsevier Science
Year
1992
Tongue
French
Weight
183 KB
Volume
33
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Convenient. and regiosper ific synthesis of 2 -suhsti tuted indol (7) hy thermolysis uf N-acylacetylphenylhydroxylaminc (1) and its mechanism including the formation of a radical intermediate are reported.

๐Ÿ“œ SIMILAR VOLUMES

A concise route to iboga-analogues via t
A concise route to iboga-analogues via the formation of suitably substituted-2-indoles
โœ Goutam Kumar Jana; Surajit Sinha ๐Ÿ“‚ Article ๐Ÿ“… 2010 ๐Ÿ› Elsevier Science ๐ŸŒ French โš– 359 KB

A concise route to iboga-analogues has been developed. Important steps include a Pd-catalyzed Sonogashira coupling of Boc-2-idodaniline with terminal alkynes and the formation of 2-substituted indoles in the presence of tetrabutylammonium fluoride to give the key intermediate, dehydroisoquinuclidine