Document Detail

Pd(II)-catalyzed ortho- or meta-C-H olefination of phenol derivatives.
MedLine Citation:
PMID:  23614807     Owner:  NLM     Status:  MEDLINE    
A combination of weakly coordinating auxiliaries and ligand acceleration allows for the development of both ortho- and meta-selective C-H olefination of phenol derivatives. These reactions demonstrate the feasibility of directing C-H functionalizations when functional groups are distal to target C-H bonds. The meta-C-H functionalization of electron-rich phenol derivatives is unprecedented and orthogonal to previous electrophilic substitution of phenols in terms of regioselectivity. These methods are also applied to functionalize α-phenoxyacetic acids, a fibrate class of drug scaffolds.
Hui-Xiong Dai; Gang Li; Xing-Guo Zhang; Antonia F Stepan; Jin-Quan Yu
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Publication Detail:
Type:  Journal Article; Research Support, N.I.H., Extramural; Research Support, Non-U.S. Gov't     Date:  2013-05-08
Journal Detail:
Title:  Journal of the American Chemical Society     Volume:  135     ISSN:  1520-5126     ISO Abbreviation:  J. Am. Chem. Soc.     Publication Date:  2013 May 
Date Detail:
Created Date:  2013-05-22     Completed Date:  2013-12-24     Revised Date:  2014-05-23    
Medline Journal Info:
Nlm Unique ID:  7503056     Medline TA:  J Am Chem Soc     Country:  United States    
Other Details:
Languages:  eng     Pagination:  7567-71     Citation Subset:  IM    
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MeSH Terms
Acetates / chemical synthesis,  chemistry
Alkenes / chemistry*
Molecular Structure
Organometallic Compounds / chemistry*
Palladium / chemistry*
Phenols / chemical synthesis*,  chemistry
Grant Support
1 R01 GM102265-01/GM/NIGMS NIH HHS; R01 GM102265/GM/NIGMS NIH HHS
Reg. No./Substance:
0/Acetates; 0/Alkenes; 0/Organometallic Compounds; 0/Phenols; 122-59-8/phenoxyacetic acid; 5TWQ1V240M/Palladium

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