Synthesis of trans-disubstituted-2,3-dihydrobenzofurans by a formal [4 + 1] annulation between para-quinone methides and sulfonium salts

作者: Ying Zhi , Kun Zhao , Carolina von Essen , Kari Rissanen , Dieter Enders

DOI: 10.1039/C8QO00008E

关键词: Para-quinoneChemistryAnnulationCombinatorial chemistrySulfonium

摘要: … In 2017, the use of hydroxy-substituted p-QMs in the synthesis of spiro[chromane-2,1′-isochromene] derivatives and dihydrocounmarins have also been reported by the Tu/Jiang …

参考文章(55)
Maria M. Toteva, John P. Richard, The Generation and Reactions of Quinone Methides Advances in Physical Organic Chemistry. ,vol. 45, pp. 39- 91 ,(2011) , 10.1016/B978-0-12-386047-7.00002-3
Kuo Gai, Xinxin Fang, Xuanyi Li, Jinyi Xu, Xiaoming Wu, Aijun Lin, Hequan Yao, Synthesis of spiro[2.5]octa-4,7-dien-6-one with consecutive quaternary centers via 1,6-conjugate addition induced dearomatization of para-quinone methides Chemical Communications. ,vol. 51, pp. 15831- 15834 ,(2015) , 10.1039/C5CC06287J
Aurora López, Alejandro Parra, Carlos Jarava-Barrera, Mariola Tortosa, Copper-catalyzed silylation of p-quinone methides: new entry to dibenzylic silanes Chemical Communications. ,vol. 51, pp. 17684- 17687 ,(2015) , 10.1039/C5CC06653K
Reshma J. Nevagi, Santosh N. Dighe, Satish N. Dighe, Biological and medicinal significance of benzofuran European Journal of Medicinal Chemistry. ,vol. 97, pp. 561- 581 ,(2015) , 10.1016/J.EJMECH.2014.10.085
Junxiu Meng, Tao Jiang, Huma Aslam Bhatti, Bina S. Siddiqui, Sally Dixon, Jeremy D. Kilburn, Synthesis of dihydrodehydrodiconiferyl alcohol: the revised structure of lawsonicin Organic and Biomolecular Chemistry. ,vol. 8, pp. 107- 113 ,(2010) , 10.1039/B918179B
Naïma Beldjoudi, Lengo Mambu, Mehdi Labaïed, Philippe Grellier, David Ramanitrahasimbola, Philippe Rasoanaivo, Marie Thérèse Martin, François Frappier, Flavonoids from Dalbergia louvelii and Their Antiplasmodial Activity Journal of Natural Products. ,vol. 66, pp. 1447- 1450 ,(2003) , 10.1021/NP030008X
Ashish Radadiya, Anamik Shah, Bioactive benzofuran derivatives: An insight on lead developments, radioligands and advances of the last decade European Journal of Medicinal Chemistry. ,vol. 97, pp. 356- 376 ,(2015) , 10.1016/J.EJMECH.2015.01.021
Chen-Hui Chen, Chin-Ying Shaw, Chien-Chih Chen, Ying-Chieh Tsai, None, 2,3,4-Trimethyl-5,7-dihydroxy-2,3-dihydrobenzofuran, a novel antioxidant, from Penicillium citrinum F5. Journal of Natural Products. ,vol. 65, pp. 740- 741 ,(2002) , 10.1021/NP010605O
Barry M. Trost, Oliver R. Thiel, Hon-Chung Tsui, Total syntheses of furaquinocin A, B, and E Journal of the American Chemical Society. ,vol. 125, pp. 13155- 13164 ,(2003) , 10.1021/JA0364118
Dong-Hui Wang, Jin-Quan Yu, Highly Convergent Total Synthesis of (+)-Lithospermic Acid via a Late-Stage Intermolecular C–H Olefination Journal of the American Chemical Society. ,vol. 133, pp. 5767- 5769 ,(2011) , 10.1021/JA2010225