01169nas a2200169   4500008004100000245007500041210006900116260000800185300001400193490000700207520060300214100002400817700001900841700001500860700001700875856010700892       2017                        eng d00aDBU-mediated diastereoselective aldol-type cyanomethylation of isatins0 aDBUmediated diastereoselective aldoltype cyanomethylation of isa  cAPR  a4489-44960 v823 aAn efficient, metal-free approach to 3-substituted 3-hydroxybxindole by DBU-mediated highly diastereoselective addition of aryl acetonitrile to N-protected isatin under mild conditions has been developed. The reaction proceeds smoothly to produce respective cyanomethylated adducts in good yield and excellent diastereoselectivity. Further transformation of the cyanide group allowed the synthesis of an advance intermediate of corresponding (+/-) CPC analogue. The mechanistic insight :toward the aldol-type cyanomethylation, of N-tritylisatin with benzyl cyanide was obtained by DFT calculations.1 aRao, V., U. Bhaskar1 aKumar, Krishna1 aDas, Tamal1 aVanka, Kumar  uhttps://library.ncl.res.in/content/dbu-mediated-diastereoselective-aldol-type-cyanomethylation-isatins