Synthetic route to 4‐(2‐aminoethyl)‐5‐hydroxyindole derivatives | Zendy

Can Joseph G. | Zendy; Roufos Ioannis | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Premium

Synthetic route to 4‐(2‐aminoethyl)‐5‐hydroxyindole derivatives

Author(s) -

Can Joseph G.,

Roufos Ioannis

Publication year - 1990

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570270744

Subject(s) - chemistry , claisen rearrangement , acetaldehyde , oxidative cleavage , indole test , carroll rearrangement , derivative (finance) , combinatorial chemistry , organic chemistry , stereochemistry , ethanol , catalysis , financial economics , economics

In synthetic studies leading to the title compounds, application of the Claisen rearrangement of 5‐allyloxyindole was investigated. Almost quantitative yields of Claisen rearrangement product were realized, and a strategy for oxidative cleavage of the allyl double bond to an indole‐4‐acetaldehyde derivative was developed. A new method for conversion of 2,3‐dihydroindoles into indoles was utilized: air oxidation in a strongly basic environment. The Claisen rearrangement of allyloxyindoles is presented as a method having considerable potential utility in synthesis of a variety of polysubstituted indoles.

This content is not available in your region!

Continue researching here.

Having issues? You can contact us here

Accelerating Research