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Synlett

Volumn , Issue 2, 2007, Pages 243-246

N,N-dimethylglycine-promoted ullmann-type coupling reactions of aryl iodides with aliphatic alcohols

(3) Zhang, Hui a Ma, Dawei a,b Cao, Weiguo a

a SHANGHAI UNIVERSITY (China)

b SHANGHAI INSTITUTE OF ORGANIC CHEMISTRY (China)

Author keywords

Aliphatic alcohols; Aryl iodides; Catalysis; Cross coupling; Ligands

Indexed keywords

ALCOHOL; ALKANOL; DIMETHYLGLYCINE; ETHER DERIVATIVE; HALIDE; IODINE DERIVATIVE; LIGAND;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CROSS COUPLING REACTION;

EID: 33847072293 PISSN: 09365214 EISSN: None Source Type: Journal
DOI: 10.1055/s-2007-968010 Document Type: Article

Times cited : (81)

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- N,N-Dimethylglycine-Promoted Coupling Reactions of Aryl Halides with Alcohols; General Procedure: A resealable tube or test tube with a removable cap was charged with CuI (10 mol, N,N- dimethylglycine·HCl (20 mol, Cs2CO3 (2 equiv, and aryl halide (if solid, 2 mmol, The tube was evacuated and backfilled with N2 (3 cycles, Alcohol (2 mL) and aryl halide (if liquid, 2 mmol) were added by syringe at r.t. under nitrogen. The sealed or capped tube was put into the oil bath that was preheated to 110°C and the reaction mixture was stirred for the time specified. The cooled mixture was partitioned between H2O (10 mL) and EtOAc or Et2O (20 mL, The organic layer was separated, and the aqueous layer was extracted with EtOAc or Et2O (10 mL) each time until TLC showed no trace of product left in the aqueous layer. The combined organic layers were washed with brine, dried over Na 2SO
- 2O] gave the desired product.

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- +], 123, 95, 92, 91, 65, 63, 41.
- +], 123, 95, 92, 91, 65, 63, 41.

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- 13NO: 163.0997; found: 163.1002.

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