Pd(ii)-catalyzed alkoxylation of unactivated C(sp3)–H and C(sp2)–H bonds using a removable directing group: efficient synthesis of alkyl ethers

The Pd(ii)-catalyzed alkoxylation of unactivated C(sp super(3))-H and C(sp super(2))-H bonds using a new bidentate directing group has been developed. Alkoxylation occurs selectively at the beta position with broad substrate scope and high tolerance of functional groups (chloro, cyano, ether, ester,...

Full description

Saved in:
Bibliographic Details
Published inChemical science (Cambridge) Vol. 4; no. 11; pp. 4187 - 4192
Main Authors Chen, Fa-Jie, Zhao, Sheng, Hu, Fang, Chen, Kai, Zhang, Qi, Zhang, Shuo-Qing, Shi, Bing-Feng
Format Journal Article
LanguageEnglish
Published 01.01.2013
Subjects
Chemical bonds
Esters
Ethers
Functional groups
Olefins
Synthesis
Tolerances
Online AccessGet full text

Cover

More Information
Summary:The Pd(ii)-catalyzed alkoxylation of unactivated C(sp super(3))-H and C(sp super(2))-H bonds using a new bidentate directing group has been developed. Alkoxylation occurs selectively at the beta position with broad substrate scope and high tolerance of functional groups (chloro, cyano, ether, ester, olefin, amino, etc.). Besides alkoxylation of the beta -C-H bonds, gamma -alkoxylation of C(sp super(2))-H bonds could also be achieved, provided that no reactive beta -C-H bonds were present. In addition, this DG is readily available and removable.
Bibliography:ObjectType-Article-2
SourceType-Scholarly Journals-1
ObjectType-Feature-1
content type line 23
ObjectType-Article-1
ObjectType-Feature-2
ISSN:2041-6520
2041-6539
DOI:10.1039/c3sc51993g