Visible‐Light‐Induced Carbo‐2‐pyridylation of Electron‐Deficient Alkenes with Pyridinium Salts
A simple and practical visible‐light‐induced carbo‐2‐pyridylation of electron‐deficient alkenes with readily available N‐benzoylmethylpyridinium bromides is reported. More than 40 examples are presented and proceed in greater than 80 % yield (on average) with excellent regio‐ and diastereoselectivit...
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Published in | Angewandte Chemie International Edition Vol. 56; no. 36; pp. 10877 - 10880 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
WEINHEIM
Wiley
28.08.2017
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Edition | International ed. in English |
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Abstract | A simple and practical visible‐light‐induced carbo‐2‐pyridylation of electron‐deficient alkenes with readily available N‐benzoylmethylpyridinium bromides is reported. More than 40 examples are presented and proceed in greater than 80 % yield (on average) with excellent regio‐ and diastereoselectivities.
Doubly radical! The generation of a biradical by a visible‐light‐induced intramolecular electron transfer process allows a carbo‐2‐pyridylation reaction of electron‐deficient alkenes using N‐benzoylmethylpyridinium bromides. More than 40 examples are presented and proceed in greater than 80 % yield (on average) with excellent regio‐ and diastereoselectivities. EWG=electron‐withdrawing group. |
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AbstractList | A simple and practical visible-light-induced carbo-2-pyridylation of electron-deficient alkenes with readily available N-benzoylmethylpyridinium bromides is reported. More than 40 examples are presented and proceed in greater than 80% yield (on average) with excellent regio- and diastereoselectivities. Abstract A simple and practical visible‐light‐induced carbo‐2‐pyridylation of electron‐deficient alkenes with readily available N‐benzoylmethylpyridinium bromides is reported. More than 40 examples are presented and proceed in greater than 80 % yield (on average) with excellent regio‐ and diastereoselectivities. A simple and practical visible‐light‐induced carbo‐2‐pyridylation of electron‐deficient alkenes with readily available N‐benzoylmethylpyridinium bromides is reported. More than 40 examples are presented and proceed in greater than 80 % yield (on average) with excellent regio‐ and diastereoselectivities. Doubly radical! The generation of a biradical by a visible‐light‐induced intramolecular electron transfer process allows a carbo‐2‐pyridylation reaction of electron‐deficient alkenes using N‐benzoylmethylpyridinium bromides. More than 40 examples are presented and proceed in greater than 80 % yield (on average) with excellent regio‐ and diastereoselectivities. EWG=electron‐withdrawing group. |
Author | Hu, Rong‐Bin Su, Yijin Sun, Shuai |
Author_xml | – sequence: 1 givenname: Rong‐Bin surname: Hu fullname: Hu, Rong‐Bin organization: Chinese Academy of Sciences – sequence: 2 givenname: Shuai surname: Sun fullname: Sun, Shuai organization: Chinese Academy of Sciences – sequence: 3 givenname: Yijin orcidid: 0000-0002-3976-816X surname: Su fullname: Su, Yijin email: suyj@licp.cas.cn organization: Chinese Academy of Sciences |
BackLink | https://www.ncbi.nlm.nih.gov/pubmed/28682453$$D View this record in MEDLINE/PubMed |
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Keywords | DONOR-ACCEPTOR COMPLEX radicals reaction mechanisms DRIVEN alkenes YLIDES CATALYTIC FORMATION CENTERED RADICALS photochemistry nitrogen heterocycles 1,3-DIPOLAR CYCLOADDITION PHOTOCHEMICAL ACTIVITY ALPHA-ALKYLATION CHIRALITY 2+2 PHOTOCYCLOADDITION REACTIONS |
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Snippet | A simple and practical visible‐light‐induced carbo‐2‐pyridylation of electron‐deficient alkenes with readily available N‐benzoylmethylpyridinium bromides is... A simple and practical visible-light-induced carbo-2-pyridylation of electron-deficient alkenes with readily available N-benzoylmethylpyridinium bromides is... Abstract A simple and practical visible‐light‐induced carbo‐2‐pyridylation of electron‐deficient alkenes with readily available N‐benzoylmethylpyridinium... |
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SubjectTerms | Alkenes Bromides Chemistry Chemistry, Multidisciplinary Light effects nitrogen heterocycles photochemistry Physical Sciences Pyridinium radicals reaction mechanisms Salts Science & Technology |
Title | Visible‐Light‐Induced Carbo‐2‐pyridylation of Electron‐Deficient Alkenes with Pyridinium Salts |
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