Synthesis of indole derivatives from  N ‐alkenyl‐ o ‐chloroanilines with zero‐valent nickel complex | Zendy

Rodriguez J. G. | Zendy; Canoira L. | Zendy

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Synthesis of indole derivatives from N ‐alkenyl‐ o ‐chloroanilines with zero‐valent nickel complex

Author(s) -

Rodriguez J. G.,

Canoira L.

Publication year - 1985

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.5570220356

Subject(s) - chemistry , indoline , indole test , triphenylphosphine , toluene , medicinal chemistry , nickel , reaction mechanism , double bond , organic chemistry , stereochemistry , catalysis

Reaction of N ‐alkenyl‐ o ‐chloroanilines in toluene with tetrakis(triphenylphosphine)nickel (0) was carried out mainly to give indole and indoline derivatives in good yields. A detailed analysis of the reaction products has been done and it allows us to confirm the postulated mechanism of the cyclization reaction. Torsional hindrance around the NCCsp 2 bond seems to prevent the cyclization reaction.

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