"on Water" Direct Organocatalytic Cyanoarylmethylation of Isatins for the Diastereoselective Synthesis of 3-Hydroxy-3-cyanomethyl Oxindoles

Yong Zhang, Liang Luo, Jin Ge, Su Qiong Yan, Yan Xin Peng, Ya Ru Liu, Jin Xiang Liu, Chong Liu, Tianqiong Ma, More Authors

Research output: Contribution to journalArticleScientificpeer-review

3 Citations (Scopus)
8 Downloads (Pure)

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.

Original languageEnglish
Pages (from-to)4000-4008
Number of pages9
JournalJournal of Organic Chemistry
Volume84
Issue number7
DOIs
Publication statusPublished - 2019

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