%0 Journal Article %1 ISI:000316044900001 %A Safaei, Shirin %A Mohammadpoor-Baltork, Iraj %A Khosropour, Ahmad Reza %A Moghadam, Majid %A Tangestaninejad, Shahram %A Mirkhani, Valiollah %A Khavasi, Hamid Reza %C 1155 16TH ST, NW, WASHINGTON, DC 20036 USA %D 2013 %I AMER CHEMICAL SOC %J ACS COMBINATORIAL SCIENCE %K 1-H-pyrazol-5-amines} H2O2; Zn(OTf)(2); acid; kojic {three-component; %N 3 %P 141-146 %R 10.1021/co3001204 %T One-Pot Three-Component Synthesis of Pyrano 3,2-bpyrazolo4,3-epyridin-8(1H)-ones %V 15 %X An efficient one-pot synthesis of novel pyrano3,2-bpyrazolo4,3-epyridin-8(1H)-ones via three-component condensation of kojic acid, 1-H-pyrazol-5-amines and aldehydes in the presence of a catalytic amount of Zn(OTf)(2) followed by H2O2-mediated oxidation is reported. Furthermore, the synthesis of 1'H-spiroindoline-3,4'-pyrano2,3-bpyrazolo3,4-epyridine-2,8' (9'H)-diones were chosen for the library validation.

@article{ISI:000316044900001, abstract = {{An efficient one-pot synthesis of novel pyrano{[}3,2-b]pyrazolo{[}4,3-e]pyridin-8(1H)-ones via three-component condensation of kojic acid, 1-H-pyrazol-5-amines and aldehydes in the presence of a catalytic amount of Zn(OTf)(2) followed by H2O2-mediated oxidation is reported. Furthermore, the synthesis of 1'H-spiro{[}indoline-3,4'-pyrano{[}2,3-b]pyrazolo{[}3,4-e]pyridine]-2,8' (9'H)-diones were chosen for the library validation.}}, added-at = {2017-05-10T15:29:29.000+0200}, address = {{1155 16TH ST, NW, WASHINGTON, DC 20036 USA}}, affiliation = {{Mohammadpoor-Baltork, I (Reprint Author), Univ Isfahan, Dept Chem, Catalysis Div, Esfahan 8174673441, Iran. Safaei, Shirin; Mohammadpoor-Baltork, Iraj; Khosropour, Ahmad Reza; Moghadam, Majid; Tangestaninejad, Shahram; Mirkhani, Valiollah, Univ Isfahan, Dept Chem, Catalysis Div, Esfahan 8174673441, Iran. Khavasi, Hamid Reza, Shahid Beheshti Univ, Dept Chem, Tehran 193964716, Iran.}}, author = {Safaei, Shirin and Mohammadpoor-Baltork, Iraj and Khosropour, Ahmad Reza and Moghadam, Majid and Tangestaninejad, Shahram and Mirkhani, Valiollah and Khavasi, Hamid Reza}, author-email = {{imbaltork@sci.ui.ac.ir arkhosropour@chem.ui.ac.ir}}, biburl = {https://www.bibsonomy.org/bibtex/26793d9b4bf7ba3ee66aa94de6bf36101/hkhavasi}, cited-references = {{Abdel-Rahman AH, 2004, BIOORGAN MED CHEM, V12, P2483, DOI 10.1016/j.bmc.2003.10.063. Ahn SM, 2011, BIOORG MED CHEM LETT, V21, P7466, DOI 10.1016/j.bmcl.2011.09.122. Aytemir MD, 2010, EUR J MED CHEM, V45, P4089, DOI 10.1016/j.ejmech.2010.05.069. Barreiro EJ, 2003, J MED CHEM, V46, P1144, DOI 10.1021/jm020391n. Bienayme H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO;2-A. Chioua M, 2009, BIOORG MED CHEM LETT, V19, P4566, DOI 10.1016/j.bmcl.2009.06.099. Domling A, 2000, ANGEW CHEM INT EDIT, V39, P3168, DOI 10.1002/1521-3773(20000915)39:18<3168::AID-ANIE3168>3.0.CO;2-U. Emami S, 2007, BIOORG MED CHEM LETT, V17, P45, DOI 10.1016/j.bmcl.2006.09.097. Frolova LV, 2011, TETRAHEDRON LETT, V52, P6643, DOI 10.1016/j.tetlet.2011.10.012. Ghahremanzadeh R, 2009, J COMB CHEM, V11, P393, DOI 10.1021/cc8001958. Girgis AS, 2011, EUR J MED CHEM, V46, P2397, DOI 10.1016/j.ejmech.2011.03.023. Goda FE, 2004, BIOORGAN MED CHEM, V12, P1845, DOI 10.1016/j.bmc.2004.01.040. Houlihan W. J., 1992, INDOLES PART I. Huang ZB, 2011, ACS COMB SCI, V13, P45, DOI 10.1021/co1000162. Johns BA, 2003, TETRAHEDRON, V59, P9001, DOI 10.1016/j.tet.2003.02.003. JOSHI KC, 1982, PHARMAZIE, V37, P1. Joshi K.C., 1988, J INDIAN CHEM SOC, V115, P202. Khorsandi Z, 2011, TETRAHEDRON LETT, V52, P1213, DOI 10.1016/j.tetlet.2011.01.037. Kobayashi Y, 1996, BIOORG MED CHEM LETT, V6, P1303, DOI 10.1016/0960-894X(96)00221-1. Kumar RR, 2011, BIOORGAN MED CHEM, V19, P3444, DOI 10.1016/j.bmc.2011.04.033. Kuroda S, 1999, BIOORG MED CHEM LETT, V9, P1979, DOI 10.1016/S0960-894X(99)00304-2. Madsen-Duggan CB, 2010, BIOORG MED CHEM LETT, V20, P3750, DOI 10.1016/j.bmcl.2010.04.071. Magedov IV, 2008, J MED CHEM, V51, P2561, DOI 10.1021/jm701499n. MITAKU S, 1985, J NAT PROD, V48, P772, DOI 10.1021/np50041a009. Mohammadpoor-Baltork I, 2010, ULTRASON SONOCHEM, V17, P857, DOI 10.1016/j.ultsonch.2010.02.005. Ochiai H, 2004, BIOORGAN MED CHEM, V12, P4089, DOI 10.1016/j.bmc.2004.05.032. Pace P, 2004, BIOORG MED CHEM LETT, V14, P3257, DOI 10.1016/j.bmcl.2004.03.087. Reddy BVS, 2010, BIOORG MED CHEM LETT, V20, P7507, DOI 10.1016/j.bmcl.2010.10.003. Revesz L, 2006, BIOORG MED CHEM LETT, V16, P262, DOI 10.1016/j.bmcl.2005.10.015. Rostami M, 2011, SYNLETT, P1677, DOI 10.1055/s-0030-1260938. Safaei S, 2012, ADV SYNTH CATAL, V354, P3095, DOI 10.1002/adsc.201200191. Safaei S, 2011, SYNLETT, P2214, DOI 10.1055/s-0030-1261202. Tanaka R, 2009, BIOORGAN MED CHEM, V17, P5238, DOI 10.1016/j.bmc.2009.05.049. TANTIVATANA P, 1983, J ORG CHEM, V48, P268, DOI 10.1021/jo00150a028. UKAWA K, 1985, CHEM PHARM BULL, V33, P4432. Vajragupta O, 2003, BIOORGAN MED CHEM, V11, P2329, DOI 10.1016/S0968-0896(03)00070-1. Xiong X, 2008, ORG LETT, V10, P1151, DOI 10.1021/ol800058d. YAMADA N, 1992, BIOCHEM PHARMACOL, V44, P1211, DOI 10.1016/0006-2952(92)90387-X. Zhuravel' IO, 2005, BIOORG MED CHEM LETT, V15, P5483, DOI 10.1016/j.bmcl.2005.08.081. Zou Y, 2012, ACS COMB SCI, V14, P38, DOI 10.1021/co200128k. Zhu J, 2005, MULTICOMPONENT REACTIONS, P1, DOI 10.1002/3527605118. Chen Y. L., 1995, {[}No title captured], Patent No. {[}WO 9534563 A1, 9534563, 9534563 Al]. Evans J. M., 1989, US Patent, Patent No. 4812459.}}, doc-delivery-number = {{105DD}}, doi = {{10.1021/co3001204}}, funding-acknowledgement = {{Center of Excellence of Chemistry and Research Council of the University of Isfahan}}, funding-text = {{The authors are grateful to the Center of Excellence of Chemistry and Research Council of the University of Isfahan for financial support of this work.}}, interhash = {3701dddc1e75e7936598c3b50cee20ed}, intrahash = {6793d9b4bf7ba3ee66aa94de6bf36101}, issn = {{2156-8952}}, journal = {{ACS COMBINATORIAL SCIENCE}}, journal-iso = {{ACS Comb. Sci.}}, keywords = {1-H-pyrazol-5-amines} H2O2; Zn(OTf)(2); acid; kojic {three-component;}, keywords-plus = {{MULTICOMPONENT SYNTHESIS; ANTIMICROBIAL ACTIVITY; BIOLOGICAL EVALUATION; INHIBITORY-ACTIVITY; KOJIC ACID; DERIVATIVES; AGENTS; COMPLEXES; EFFICIENT; MANGANESE}}, language = {{English}}, month = {{MAR}}, number = {{3}}, number-of-cited-references = {{43}}, pages = {{141-146}}, publisher = {{AMER CHEMICAL SOC}}, research-areas = {{Chemistry; Pharmacology \& Pharmacy}}, times-cited = {{14}}, timestamp = {2017-05-10T15:29:29.000+0200}, title = {{One-Pot Three-Component Synthesis of Pyrano {[}3,2-b]pyrazolo{[}4,3-e]pyridin-8(1H)-ones}}, type = {{Article}}, unique-id = {{ISI:000316044900001}}, usage-count-last-180-days = {{1}}, usage-count-since-2013 = {{10}}, volume = {{15}}, web-of-science-categories = {{Chemistry, Applied; Chemistry, Medicinal; Chemistry, Multidisciplinary}}, year = {{2013}} }