%0 Journal Article %1 ISI:000306456300019 %A Ghadari, Rahim %A Hajishaabanha, Fatemeh %A Mahyari, Mojtaba %A Shaabani, Ahmad %A Khavasi, Hamid Reza %C THE BOULEVARD, LANGFORD LANE, KIDLINGTON, OXFORD OX5 1GB, ENGLAND %D 2012 %I PERGAMON-ELSEVIER SCIENCE LTD %J TETRAHEDRON LETTERS %K Hetero-Diels-Alder; Heterocycle; Isocyanide} Multicomponent `-furan; reaction; {Spiro-benzo{[}b]acridine-6,2 %N 31 %P 4018-4021 %R 10.1016/j.tetlet.2012.05.107 %T An unexpected route toward the synthesis of spiro-benzobacridine-furan derivatives %V 53 %X A facile and straightforward procedure for the synthesis of spiro-benzobacridine-6,2'-furan derivatives via the reaction between benzobacridine-6,11-dione, electron-deficient acetylenic compounds, and an isocyanide is described. The benzobacridine-6,11-dione is obtained from the reaction between 2-(aminomethyl)aniline and 2-hydroxynaphthalene-1,4-dione via an unexpected reaction pathway. The products are synthesized in medium to high yields and no complicated purification is required. (C) 2012 Elsevier Ltd. All rights reserved.

@article{ISI:000306456300019, abstract = {{A facile and straightforward procedure for the synthesis of spiro-benzo{[}b]acridine-6,2'-furan derivatives via the reaction between benzo{[}b]acridine-6,11-dione, electron-deficient acetylenic compounds, and an isocyanide is described. The benzo{[}b]acridine-6,11-dione is obtained from the reaction between 2-(aminomethyl)aniline and 2-hydroxynaphthalene-1,4-dione via an unexpected reaction pathway. The products are synthesized in medium to high yields and no complicated purification is required. (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 = {{Shaabani, A (Reprint Author), Shahid Beheshti Univ, Dept Chem, GC, POB 19396-4716, Tehran, Iran. Ghadari, Rahim; Hajishaabanha, Fatemeh; Mahyari, Mojtaba; Shaabani, Ahmad; Khavasi, Hamid Reza, Shahid Beheshti Univ, Dept Chem, GC, Tehran, Iran.}}, author = {Ghadari, Rahim and Hajishaabanha, Fatemeh and Mahyari, Mojtaba and Shaabani, Ahmad and Khavasi, Hamid Reza}, author-email = {{a-shaabani@cc.sbu.ac.ir}}, biburl = {https://www.bibsonomy.org/bibtex/2d07316ecc63657a2abf7a60d2a2fcb59/hkhavasi}, cited-references = {{Fernandez-Rodriguez MA, 2010, CHEM COMMUN, V46, P7670, DOI 10.1039/c0cc02337j. Bassyouni FA, 2012, RES CHEM INTERMEDIAT, V38, P283, DOI 10.1007/s11164-011-0348-1. Bolognese A, 2008, J MED CHEM, V51, P8148, DOI 10.1021/jm8007689. Chen WB, 2010, ORG LETT, V12, P3132, DOI 10.1021/ol1009224. Chen XH, 2009, J AM CHEM SOC, V131, P13819, DOI 10.1021/ja905302f. Ding K, 2006, J MED CHEM, V49, P3432, DOI 10.1021/jm051122a. Gedrich K, 2010, INORG CHEM, V49, P4440, DOI 10.1021/ic9022085. Gomez-Monterrey I, 2007, J MED CHEM, V50, P1787, DOI 10.1021/jm0612158. Gomez-Monterrey I, 2010, J MED CHEM, V53, P8319, DOI 10.1021/jm100838z. Groll M, 2008, J AM CHEM SOC, V130, P14981, DOI 10.1021/ja806059t. Jiang ZQ, 2009, ORG LETT, V11, P4132, DOI 10.1021/ol901635v. Kumar RR, 2008, J MED CHEM, V51, P5731, DOI 10.1021/jm800545k. Li J.-J., 2009, J AGR FOOD CHEM, V58, P2659. Liang JX, 2009, ORG LETT, V11, P2820, DOI 10.1021/ol901005x. Nemoto T, 2010, ORG LETT, V12, P5020, DOI 10.1021/ol102190s. Presset M, 2010, ORG LETT, V12, P4212, DOI 10.1021/ol101938r. Sanchez-Larios E, 2010, ORG LETT, V12, P5772, DOI 10.1021/ol102685u. Saragi T.P.I., 2007, CHEM REV, V1011, P107. Shaabani A, 2011, TETRAHEDRON, V67, P8360, DOI 10.1016/j.tet.2011.08.061. Shaabani A, 2010, TETRAHEDRON, V66, P4040, DOI 10.1016/j.tet.2010.04.028. Shaabani A, 2009, J COMB CHEM, V11, P956, DOI 10.1021/cc900101w. Shaabani A, 2009, J ORG CHEM, V74, P4372, DOI 10.1021/jo9005427. Shintani R, 2007, J AM CHEM SOC, V129, P14866, DOI 10.1021/ja077236o. Singh C, 2010, J MED CHEM, V53, P7587, DOI 10.1021/jm100678p. Sluis-Cremer N, 2006, J MED CHEM, V49, P4834, DOI 10.1021/jm0604575. Sue D., 2009, ORG LETT, V12, P256. Tanaka N, 2009, J NAT PROD, V72, P1447, DOI 10.1021/np900109y. Wang GW, 2009, ORG LETT, V11, P2385, DOI 10.1021/ol900451d. Wang J, 2009, J AM CHEM SOC, V131, P8066, DOI 10.1021/ja900063s. Zhao J, 2011, CHEM MATER, V23, P5331, DOI 10.1021/cm201654c. Zhuang Q.-Y., 2010, ACS COMB SCI, V13, P84. Zou Y, 2012, ACS COMB SCI, V14, P38, DOI 10.1021/co200128k.}}, doc-delivery-number = {{974SI}}, doi = {{10.1016/j.tetlet.2012.05.107}}, funding-acknowledgement = {{Research Council of Shahid Beheshti University}}, funding-text = {{We gratefully acknowledge financial support from the Research Council of Shahid Beheshti University.}}, interhash = {d18a940bf7f6461ad682eaccc296cc5c}, intrahash = {d07316ecc63657a2abf7a60d2a2fcb59}, issn = {{0040-4039}}, journal = {{TETRAHEDRON LETTERS}}, journal-iso = {{Tetrahedron Lett.}}, keywords = {Hetero-Diels-Alder; Heterocycle; Isocyanide} Multicomponent `-furan; reaction; {Spiro-benzo{[}b]acridine-6,2}, keywords-plus = {{SPIRO; INHIBITORS; DISCOVERY; EFFICIENT; LACTAMS; DESIGN; POTENT; SERIES}}, language = {{English}}, month = {{AUG 1}}, number = {{31}}, number-of-cited-references = {{32}}, pages = {{4018-4021}}, publisher = {{PERGAMON-ELSEVIER SCIENCE LTD}}, research-areas = {{Chemistry}}, times-cited = {{13}}, timestamp = {2017-05-10T15:29:29.000+0200}, title = {{An unexpected route toward the synthesis of spiro-benzo{[}b]acridine-furan derivatives}}, type = {{Article}}, unique-id = {{ISI:000306456300019}}, usage-count-last-180-days = {{3}}, usage-count-since-2013 = {{29}}, volume = {{53}}, web-of-science-categories = {{Chemistry, Organic}}, year = {{2012}} }