User‐Friendly Methylation of Aryl and Vinyl Halides and Pseudohalides with DABAL‐Me 3 | Zendy

Cooper Thea | Zendy; Novak Andrew | Zendy; Humphreys Luke D. | Zendy; Walker Matthew D. | Zendy; Woodward Simon | Zendy

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User‐Friendly Methylation of Aryl and Vinyl Halides and Pseudohalides with DABAL‐Me 3

Author(s) -

Cooper Thea,

Novak Andrew,

Humphreys Luke D.,

Walker Matthew D.,

Woodward Simon

Publication year - 2006

Publication title -

advanced synthesis and catalysis

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.541

H-Index - 155

eISSN - 1615-4169

pISSN - 1615-4150

DOI - 10.1002/adsc.200505405

Subject(s) - chemistry , halide , catalysis , aryl , adduct , methylation , organic chemistry , oxygen , polymer chemistry , biochemistry , alkyl , gene

An extremely technically simple cross‐methylation of aryl and vinyl halides and pseudohalides using an air‐stable adduct of trimethylaluminium with a Pd(0) catalyst supported by commercially available biarylphosphines gives excellent yields of methylated products (mainly >95%). Reactions can be run with either 0.5 mol % catalyst or without requiring the exclusion of atmospheric oxygen or the drying of solvents in some cases. A wide variety of functional groups is tolerated including CN, OH, CO 2 R, CHO and NO 2 .

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