A facile synthesis of 7‐chloromethyl‐1 H ‐indole‐2‐carboxylates: Replacement of a sulfonic acid functionality by chlorine | Zendy

Pete Béla | Zendy; Varga Frigyes | Zendy; Kovács János | Zendy

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A facile synthesis of 7‐chloromethyl‐1 H ‐indole‐2‐carboxylates: Replacement of a sulfonic acid functionality by chlorine

Author(s) -

Pete Béla,

Varga Frigyes,

Kovács János

Publication year - 2005

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.5570420422

Subject(s) - chemistry , thionyl chloride , methanesulfonic acid , aminolysis , indole test , chlorine , organic chemistry , sulfonic acid , chloride , sulfur , catalysis

Valuable new synthetic intermediates, 7‐chloromethyl‐1 H ‐indole‐2‐carboxylates ( 3a‐d ), were prepared by the facile elimination of sulfur dioxide under the influence of thionyl chloride from 2‐ethoxycarbonyl‐1 H ‐indole‐7‐methanesulfonic acids ( 1a‐d ), easily accessible by Fischer‐type indolisation. The 7‐chloromethylindoles easily underwent methanolysis and aminolysis.

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