SRN1 Mechanism in Heteroaromatic Nucleophilic Substitution. Reactions of 2-Chloroquinoxaline and 4-Chloroquinazolines with Ketone Enolates

DOI: 10.1021/jo00345a028

Source and publish data:

Journal of Organic Chemistry p. 1036 - 1040 (1982)

Update date:2022-09-26

Topics:

Authors:

Carver, David R.

Hubbard, James S.

Wolfe, James F.

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Article abstract of DOI:10.1021/jo00345a028

Reaction of 2-chloroquinoxaline (1) with O-potassio-3,3-dimethyl-2-butanone (2) in liquid NH3 affords 1-(quinoxalin-2-yl)-3,3-dimethyl-2-butanone (3) via a thermal S_RN1 mechanism and 2-tert-butylfuro<2,3-b>quinoxaline (4) via a competing ionic,

Full text of DOI:10.1021/jo00345a028

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