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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5937Generated: October 28, 2026

Lithium diisopropylamide → 6-Cyano-1-fluoro-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthalene

https://huagongshe.com/reaction/5937

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium diisopropylamideHCID 2724682—
Reactant2-Fluoro-3,3-dimethyl-2,3-dihydro-1,2-benzisothiazole 1,1-dioxideHCID 5140912—
Reactant6-Cyano-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthaleneHCID 18949019—
SolventTetrahydrofuranHCID 8028—
Product6-Cyano-1-fluoro-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthaleneHCID 18949022—

Reaction Steps

6-Cyano-1-(5-isothiazolyl)-1,2,3,4-tetrahydronaphthalene (Example 26) is converted into the carbanion by treatment with lithium diisopropylamide in THF at -78° and then reacted with N-fluoro-3,3-dimethyl-2,3-dihydro-1,2-benzothiazole-1,1-dioxide. The reaction mixture is allowed to warm to room temperature and is worked up in aqueous medium, yielding the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05246952
Source datasetuspto-grants-1993_09
ORD IDord-8cd34d005b784e35943429391df8f304
Source noteuspto-grants-1993_09