Helvetica Chimica Acta p. 447 - 456 (1989)
Update date:2022-07-30
Topics:
Obrecht, Daniel
Acetylenic acetals of type I (Scheme 1) and acetylenic ketones of type III (Scheme 1), 37 and 38 (Scheme 7) are versatile synthetic precursors for the synthesis of various heterocycles by acid-catalyzed cyclization reactions.By this way, substituted 3-halofurans of type II and IV (Scheme 1) and flavones and styrylchromones (Scheme 7) can be synthesized in good-to-excellent yields.The high degree of regioselectivity in the synthesis of the 3-halofurans (Scheme 4) is the result of the regioselective β-addition of HX (X = Cl, Br, I) to the acetylenic aldehyde and acetylenic ketone moieties.A possible mechanism is depicted in Scheme 5.Since 3-halofurans can easily be metalated and substituted, this approach constitutes a new synthesis of highly substituted furans.
View MoreContact:886 2 2541 0022
Address:8 Fl., No. 11, Sec. 1, Chung Shan North Rd., Taipei, Taiwan R.O.C.
Changyi Xinxing Technology Development Co., Ltd.
Contact:0086-510-86651065(Time Zone:8),86651656
Address:94 Yingbinxilu WestRoad, Huangtu Town, Jiangyin City, Jiangsu, China
Huangshan Honghui Pharm Technology Co., Ltd.
website:http://www.honghuichem.com
Contact:18855958372
Address:Qingshan Wan No.1,Nanyuan Kou,SheXian Huangshan City,Anhui Province
Nanjing Fayekong Chemcial Co.,Ltd
Contact:86-25-58813444
Address:Rm 1503, Unit 1, Building 5, Zijinnanyuan, Nanjing, Jiangsu, China
LinHai Cina Chemical Co., LTD.
Contact:0576-85580989
Address:Pharma-chem zone,Duqiao,Linhai,Zhejiang,China
Doi:10.1016/S0040-4039(00)82051-1
(1988)Doi:10.1002/ejoc.201900344
(2019)Doi:10.3390/molecules24132394
(2019)Doi:10.1039/b903758f
(2009)Doi:10.1002/jhet.558
(2011)Doi:10.1016/j.tetlet.2009.03.130
(2009)