Synthesis of 4-functionalized indoles via benzyne cyclization of N-(2- lithioallyl)-2-fluoroanilines

DOI: 10.1016/S0040-4039(99)80109-9

Source and publish data:

Tetrahedron Letters p. 1049 - 1052 (1999)

Update date:2022-08-11

Topics:

Authors:

Barluenga, Jose

Fananas, Francisco J.

Sanz, Roberto

Fernandez, Yolanda

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Article abstract of DOI:10.1016/S0040-4039(99)80109-9

Treatment of N-(2-bromoallyl)-N-methyl-2-fluoroaniline with tert- butyllithium affords 1,3-dimethyl-4-lithioindole, via intramolecular addition to a tethered benzyne intermediate. Further reaction with electrophiles leads to 4-functionalized 3-methylindol

Full text of DOI:10.1016/S0040-4039(99)80109-9

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