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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 717795Generated: October 30, 2026

Triphenylphosphine → 6-allyl-5-(2-(4-fluorophenyl)allyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

https://huagongshe.com/reaction/717795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantAllyltributylstannaneHCID 90628—
Reactant6-bromo-5-(2-(4-fluorophenyl)allyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoleHCID 67378652—
CatalystHCID 178418397HCID 178418397—
Product6-allyl-5-(2-(4-fluorophenyl)allyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indoleHCID 67379072—

Reaction Conditions

Temperature100 °C

Reaction Steps

6-Bromo-5-(2-(4-fluorophenyl)allyl)-2,8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (185 mg, 0.23 mmol) and tetrakis(triphenylphosphine (5.3 mg, 0.046 mmol) were charged in a reaction bottle, which was evacuated and backfilled with nitrogen. Dry toluene (2 mL) was added under nitrogen and the flask purged with nitrogen for 2 min. Allyltributyltin (151 mg, 0.46 mmol) was added dropwise. The reaction mass was stirred at 100° C. overnight. The reaction mixture was concentrated under vacuum and purified on silica gel (100-200 mesh) using 0-3% MeOH:DCM as eluent. Yield: 30 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193728B2
Source datasetuspto-grants-2015_11
ORD IDord-bd6bc47ce3094a3ea4bceb082aaf4e8c
Source noteuspto-grants-2015_11