%0 Journal Article %1 ISI:000305856100015 %A Tisseh, Zeinab Noroozi %A Ahmadi, Fereshteh %A Dabiri, Minoo %A Khavasi, Hamid Reza %A Bazgir, Ayoob %C THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND %D 2012 %I PERGAMON-ELSEVIER SCIENCE LTD %J TETRAHEDRON LETTERS %K Acetylenic Isatin; Organocatalytic ester; reaction} {Spirooxindole; %N 28 %P 3603-3606 %R 10.1016/j.tetlet.2012.05.019 %T A novel organocatalytic multi-component reaction: an efficient synthesis of polysubstituted pyrano-fused spirooxindoles %V 53 %X A practical, simple, and efficient method for the synthesis of pyrano-fused spirooxindoles via an organocatalytic three-component reaction of isatins, malononitrile, and dialkyl acetylenedicarboxylate in the presence of 3,4-dimethylaniline as an organocatalyst in ethanol is reported. The structures of these products are confirmed by IR, H-1 NMR and C-13 NMR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction studies. (C) 2012 Elsevier Ltd. All rights reserved.

@article{ISI:000305856100015, abstract = {{A practical, simple, and efficient method for the synthesis of pyrano-fused spirooxindoles via an organocatalytic three-component reaction of isatins, malononitrile, and dialkyl acetylenedicarboxylate in the presence of 3,4-dimethylaniline as an organocatalyst in ethanol is reported. The structures of these products are confirmed by IR, H-1 NMR and C-13 NMR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction studies. (C) 2012 Elsevier Ltd. All rights reserved.}}, added-at = {2017-05-10T15:29:29.000+0200}, address = {{THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND}}, affiliation = {{Dabiri, M (Reprint Author), Shahid Beheshti Univ Med Sci, Dept Chem, Gen Campus, Tehran 1983963113, Iran. Tisseh, Zeinab Noroozi; Ahmadi, Fereshteh; Dabiri, Minoo; Khavasi, Hamid Reza; Bazgir, Ayoob, Shahid Beheshti Univ Med Sci, Dept Chem, Tehran 1983963113, Iran.}}, author = {Tisseh, Zeinab Noroozi and Ahmadi, Fereshteh and Dabiri, Minoo and Khavasi, Hamid Reza and Bazgir, Ayoob}, author-email = {{a\_bazgir@sbu.ac.ir}}, biburl = {https://www.bibsonomy.org/bibtex/26a312f6a08dcbb4fc47748c617d0ec1a/hkhavasi}, cited-references = {{Andreani L. L., 1960, B CHIM FARM, V99, P583. BARALDI PG, 1992, J MED CHEM, V35, P1877, DOI 10.1021/jm00088a025. Baran S., 2005, J AM CHEM SOC, V127, P15394. Bazgir A, 2008, TETRAHEDRON LETT, V49, P5165, DOI 10.1016/j.tetlet.2008.06.077. BONSIGNORE L, 1993, EUR J MED CHEM, V28, P517, DOI 10.1016/0223-5234(93)90020-F. Chang MY, 2005, TETRAHEDRON LETT, V46, P8463, DOI 10.1016/j.tetlet.2005.10.015. CINGOLANI G M, 1969, Journal of Medicinal Chemistry, V12, P531, DOI 10.1021/jm00303a616. Cui CB, 1996, J ANTIBIOT, V49, P527. Dabiri M, 2011, HELV CHIM ACTA, V94, P824. Domling A, 2006, CHEM REV, V106, P17, DOI 10.1021/cr0505728. Dounay AB, 2003, J AM CHEM SOC, V125, P6261, DOI 10.1021/ja034525d. Foye W.O., 1991, PRINCIPI CHEM FARMAC, P416. Ganem B, 2009, ACCOUNTS CHEM RES, V42, P463, DOI 10.1021/ar800214s. Gerencser J, 2006, QSAR COMB SCI, V25, P439, DOI 10.1002/qsar.200540212. Ghahremanzadeh R, 2009, J COMB CHEM, V11, P393, DOI 10.1021/cc8001958. Heathcock C. H., 1983, TOTAL SYNTHESIS NATU, V5, P264. Hilton ST, 2000, ORG LETT, V2, P2639, DOI 10.1021/ol0061642. Horton DA, 2003, CHEM REV, V103, P893, DOI 10.1021/cr020033s. Jadidi K, 2009, TETRAHEDRON, V65, P2005, DOI 10.1016/j.tet.2009.01.013. JOSHI KC, 1988, J INDIAN CHEM SOC, V65, P202. JOSHI KC, 1988, J INDIAN CHEM SOC, V65, P277. KASHMAN Y, 1992, J MED CHEM, V35, P2735, DOI 10.1021/jm00093a004. Kiruthika SE, 2011, TETRAHEDRON LETT, V52, P6508, DOI 10.1016/j.tetlet.2011.09.119. Lu P, 2010, SYNLETT, P165, DOI 10.1055/s-0029-1218558. Marti C, 2003, EUR J ORG CHEM, P2209, DOI 10.1002/ejoc.200300050. Nandakumar A, 2010, BIOORG MED CHEM LETT, V20, P4252, DOI 10.1016/j.bmcl.2010.05.025. PATIL AD, 1993, J MED CHEM, V36, P4131, DOI 10.1021/jm00078a001. PERRELLA FW, 1994, J MED CHEM, V37, P2232, DOI 10.1021/jm00040a016. Ramon DJ, 2005, ANGEW CHEM INT EDIT, V44, P1602, DOI 10.1002/anie.200460548. Sakhuja R, 2011, BIOORG MED CHEM LETT, V21, P5465, DOI 10.1016/j.bmcl.2011.06.121. Sannigrahi M, 1999, TETRAHEDRON, V55, P9007, DOI 10.1016/S0040-4020(99)00482-2. Stoe \& Cie, 2000, X STEP32 VERS 1 07B. Sun J, 2011, ACS COMB SCI, V13, P436, DOI 10.1021/co200071v. Sun J, 2011, ACS COMB SCI, V13, P421, DOI 10.1021/co200045t. Sun J, 2010, ORG LETT, V12, P3678, DOI 10.1021/ol101475b. Wu JYC, 2003, EUR J PHARMACOL, V473, P9, DOI 10.1016/S0014-2999(03)01946-0.}}, doc-delivery-number = {{966RW}}, doi = {{10.1016/j.tetlet.2012.05.019}}, funding-acknowledgement = {{Research Council of Shahid Beheshti University}}, funding-text = {{We gratefully acknowledge financial support from the Research Council of Shahid Beheshti University.}}, interhash = {fe393bf70374bb9c961f4a8919b42074}, intrahash = {6a312f6a08dcbb4fc47748c617d0ec1a}, issn = {{0040-4039}}, journal = {{TETRAHEDRON LETTERS}}, journal-iso = {{Tetrahedron Lett.}}, keywords = {Acetylenic Isatin; Organocatalytic ester; reaction} {Spirooxindole;}, keywords-plus = {{AROMATIC-ALDEHYDES; ONE-POT; 4-COMPONENT REACTIONS; SPIRO-HETEROCYCLES; DERIVATIVES; ARYLAMINES; INHIBITORS; AGENTS; ACETYLENEDICARBOXYLATE; DIHYDROPYRIDINES}}, language = {{English}}, month = {{JUL 11}}, number = {{28}}, number-of-cited-references = {{36}}, pages = {{3603-3606}}, publisher = {{PERGAMON-ELSEVIER SCIENCE LTD}}, research-areas = {{Chemistry}}, times-cited = {{25}}, timestamp = {2017-05-10T15:29:29.000+0200}, title = {{A novel organocatalytic multi-component reaction: an efficient synthesis of polysubstituted pyrano-fused spirooxindoles}}, type = {{Article}}, unique-id = {{ISI:000305856100015}}, usage-count-last-180-days = {{0}}, usage-count-since-2013 = {{7}}, volume = {{53}}, web-of-science-categories = {{Chemistry, Organic}}, year = {{2012}} }