High ortho preference in Ni-catalyzed cross-coupling of halophenols with alkyl Grignard reagents

Organic Letters

Volumn 11, Issue 3, 2009, Pages 741-744

  Wang, Jia Rui ^a   Manabe, Kei ^a  

^a RIKEN   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 62149102168     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol802824b     Document Type: Article

References (35)

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26. See the Supporting Information for experimental details.
27. 2, and -NHAc resulted in poor yields and ratios of the desired ortho-substituted and the disubstituted products. The yields of the desired ortho-substituted products (and the disubstituted products in parenthesis): 2,4-dichlorobenzyl alcohol, 6% (28%); 2,4-dichloroaniline, 19% (8%); 2,4-dichloroacetanilide, trace (13%).
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34. NAr mechanism is unlikely because of the presence of the strongly electron-donating oxido group. We thank the reviewer for pointing out these possibilities.
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