Ester-directed orthogonal dual C-H activation and ortho aryl C-H alkenylation via distal weak coordination
An unprecedented orthogonal cross-coupling between aromatic C(sp ) and aliphatic olefinic C(sp ) carbons of two same molecules dual C-H bond activation in an intermolecular fashion has been developed using a distal ester-directing group. This new coupling reaction led to the synthesis of the highly...
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| Published in | Chemical communications (Cambridge, England) Vol. 58; no. 9; pp. 1406 - 1409 |
|---|---|
| Main Authors | , , , |
| Format | Journal Article |
| Language | English |
| Published |
England
Royal Society of Chemistry
27.01.2022
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| Subjects | |
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| Abstract | An unprecedented orthogonal cross-coupling between aromatic C(sp
) and aliphatic olefinic C(sp
) carbons of two same molecules
dual C-H bond activation in an intermolecular fashion has been developed using a distal ester-directing group. This new coupling reaction led to the synthesis of the highly functionalized 1,3-diaryl molecular architecture in very good yields and with high chemo- and regioselectivities. In addition, using ester as the distal directing group,
C-H olefination of α-methyl aryl acrylates and cinnamic esters with various alkenes has been achieved in very good yields and with a wide range of substrate scope. |
|---|---|
| AbstractList | An unprecedented orthogonal cross-coupling between aromatic C(sp
2
) and aliphatic olefinic C(sp
2
) carbons of two same molecules
via
dual C–H bond activation in an intermolecular fashion has been developed using a distal ester-directing group. This new coupling reaction led to the synthesis of the highly functionalized 1,3-diaryl molecular architecture in very good yields and with high chemo- and regioselectivities. In addition, using ester as the distal directing group,
ortho
C–H olefination of α-methyl aryl acrylates and cinnamic esters with various alkenes has been achieved in very good yields and with a wide range of substrate scope. An unprecedented orthogonal cross-coupling between aromatic C(sp ) and aliphatic olefinic C(sp ) carbons of two same molecules dual C-H bond activation in an intermolecular fashion has been developed using a distal ester-directing group. This new coupling reaction led to the synthesis of the highly functionalized 1,3-diaryl molecular architecture in very good yields and with high chemo- and regioselectivities. In addition, using ester as the distal directing group, C-H olefination of α-methyl aryl acrylates and cinnamic esters with various alkenes has been achieved in very good yields and with a wide range of substrate scope. An unprecedented orthogonal cross-coupling between aromatic C(sp2) and aliphatic olefinic C(sp2) carbons of two same molecules via dual C–H bond activation in an intermolecular fashion has been developed using a distal ester-directing group. This new coupling reaction led to the synthesis of the highly functionalized 1,3-diaryl molecular architecture in very good yields and with high chemo- and regioselectivities. In addition, using ester as the distal directing group, ortho C–H olefination of α-methyl aryl acrylates and cinnamic esters with various alkenes has been achieved in very good yields and with a wide range of substrate scope. |
| Author | Bakthadoss, Manickam Sharada, Duddu S Agarwal, Vishal Reddy, Tadiparthi Thirupathi |
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| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/34994762$$D View this record in MEDLINE/PubMed |
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| Snippet | An unprecedented orthogonal cross-coupling between aromatic C(sp
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) carbons of two same molecules
dual C-H bond activation in an... An unprecedented orthogonal cross-coupling between aromatic C(sp 2 ) and aliphatic olefinic C(sp 2 ) carbons of two same molecules via dual C–H bond activation... An unprecedented orthogonal cross-coupling between aromatic C(sp2) and aliphatic olefinic C(sp2) carbons of two same molecules via dual C–H bond activation in... |
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| SubjectTerms | Acrylates Alkenes Aromatic compounds Chemical synthesis Coupling (molecular) Cross coupling Esters Hydrogen bonds Molecular structure Substrates |
| Title | Ester-directed orthogonal dual C-H activation and ortho aryl C-H alkenylation via distal weak coordination |
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