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"On Water" Direct Organocatalytic Cyanoarylmethylation of Isatins for the Diastereoselective Synthesis of 3-Hydroxy-3-cyanomethyl Oxindoles.
Zhang, Yong; Luo, Liang; Ge, Jin; Yan, Su-Qiong; Peng, Yan-Xin; Liu, Ya-Ru; Liu, Jin-Xiang; Liu, Chong; Ma, Tianqiong; Luo, Hai-Qing.
Afiliação
  • Zhang Y; Key Laboratory of Organo-pharmaceutical Chemistry , Gannan Normal University , Ganzhou 341000 , China.
  • Luo L; Key Laboratory of Organo-pharmaceutical Chemistry , Gannan Normal University , Ganzhou 341000 , China.
  • Ge J; Key Laboratory of Organo-pharmaceutical Chemistry , Gannan Normal University , Ganzhou 341000 , China.
  • Yan SQ; Key Laboratory of Organo-pharmaceutical Chemistry , Gannan Normal University , Ganzhou 341000 , China.
  • Peng YX; Key Laboratory of Organo-pharmaceutical Chemistry , Gannan Normal University , Ganzhou 341000 , China.
  • Liu YR; Key Laboratory of Organo-pharmaceutical Chemistry , Gannan Normal University , Ganzhou 341000 , China.
  • Liu JX; Key Laboratory of Organo-pharmaceutical Chemistry , Gannan Normal University , Ganzhou 341000 , China.
  • Liu C; Inorganic Systems Engineering group, Chemical Engineering Department , Delft University of Technology , Van der Maasweg 9 , 2629 HZ Delft , The Netherlands.
  • Ma T; State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering , Lanzhou University , Lanzhou , Gansu 730000 , China.
  • Luo HQ; Key Laboratory of Organo-pharmaceutical Chemistry , Gannan Normal University , Ganzhou 341000 , China.
J Org Chem ; 84(7): 4000-4008, 2019 04 05.
Article em En | MEDLINE | ID: mdl-30864430
ABSTRACT
An "on water" organocatalytic cyanoarylmethylation of aryl acetonitrile to isatins is developed, giving products in high yields and up to excellent diastereoselectivities. A remarkable enhancement of reaction rates and diastereoselectivities by water was observed under mild conditions. Moreover, this approach provides a highly efficient and environmentally benign access to thermodynamic 3-hydroxy-3-cyanomethyl oxindoles.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Acetonitrilas / Água / Oxindóis / Isatina Idioma: En Ano de publicação: 2019 Tipo de documento: Article
Texto completo
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XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Acetonitrilas / Água / Oxindóis / Isatina Idioma: En Ano de publicação: 2019 Tipo de documento: Article