Print Email Facebook Twitter "on Water" Direct Organocatalytic Cyanoarylmethylation of Isatins for the Diastereoselective Synthesis of 3-Hydroxy-3-cyanomethyl Oxindoles Title "on Water" Direct Organocatalytic Cyanoarylmethylation of Isatins for the Diastereoselective Synthesis of 3-Hydroxy-3-cyanomethyl Oxindoles Author Zhang, Y. (Gannan Normal University, Ganzhou) Luo, Liang (Gannan Normal University, Ganzhou) Ge, Jin (Gannan Normal University, Ganzhou) Yan, Su Qiong (Gannan Normal University, Ganzhou) Peng, Yan Xin (Gannan Normal University, Ganzhou) Liu, Ya Ru (Gannan Normal University, Ganzhou) Liu, Jin Xiang (Gannan Normal University, Ganzhou) Liu, C. (TU Delft ChemE/Inorganic Systems Engineering) Ma, Tianqiong (Lanzhou University) Date 2019 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. To reference this document use: http://resolver.tudelft.nl/uuid:abe10ef2-e9da-470c-afe5-1fc4be828e80 DOI https://doi.org/10.1021/acs.joc.8b03194 Embargo date 2020-03-13 ISSN 0022-3263 Source The Journal of Organic Chemistry, 84 (7), 4000-4008 Bibliographical note Accepted Author Manuscript Part of collection Institutional Repository Document type journal article Rights © 2019 Y. Zhang, Liang Luo, Jin Ge, Su Qiong Yan, Yan Xin Peng, Ya Ru Liu, Jin Xiang Liu, C. Liu, Tianqiong Ma, More Authors Files PDF Manuscript_author_version.pdf.pdf 1.22 MB Close viewer /islandora/object/uuid:abe10ef2-e9da-470c-afe5-1fc4be828e80/datastream/OBJ/view