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,...

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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
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Abstract 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.
AbstractList 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.
Author Hu, Fang
Zhang, Qi
Zhao, Sheng
Chen, Fa-Jie
Shi, Bing-Feng
Chen, Kai
Zhang, Shuo-Qing
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  givenname: Fa-Jie
  surname: Chen
  fullname: Chen, Fa-Jie
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  fullname: Zhang, Qi
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  givenname: Shuo-Qing
  surname: Zhang
  fullname: Zhang, Shuo-Qing
– sequence: 7
  givenname: Bing-Feng
  surname: Shi
  fullname: Shi, Bing-Feng
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PublicationDate 2013-01-01
PublicationDateYYYYMMDD 2013-01-01
PublicationDate_xml – month: 01
  year: 2013
  text: 2013-01-01
  day: 01
PublicationDecade 2010
PublicationTitle Chemical science (Cambridge)
PublicationYear 2013
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SSID ssj0000331527
Score 2.516221
Snippet 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....
SourceID proquest
crossref
SourceType Aggregation Database
Enrichment Source
Index Database
StartPage 4187
SubjectTerms Chemical bonds
Esters
Ethers
Functional groups
Olefins
Synthesis
Tolerances
Title Pd(ii)-catalyzed alkoxylation of unactivated C(sp3)–H and C(sp2)–H bonds using a removable directing group: efficient synthesis of alkyl ethers
URI https://www.proquest.com/docview/1448713700
https://www.proquest.com/docview/1701018222
Volume 4
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linkProvider Royal Society of Chemistry
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