Synlett

A convenient synthesis of tetrasubstituted furans from propargylic dithioacetals

JC Tseng, JH Chen, TY Luh

Index: Tseng, Jui-Chang; Chen, Jia-Hong; Luh, Tien-Yau Synlett, 2006 , # 8 p. 1209 - 1212

Full Text: HTML

Citation Number: 14

Abstract

Abstract A convenient procedure for the regioselective synthesis of tetrasubstituted furans from the corresponding propargylic dithioacetals is described. Treatment of propargylic dithioacetals with n-BuLi and an aldehyde followed by mercuric acetate promoted annulation and desulfurization affords the corresponding mercurio-substituted furans. Subsequent replacement of the mercury moiety with iodine yields the corresponding 2, 4, ...

~84%

~20%

~56%

Palladium-Catalyzed Oxidation and Cyclization of Carbon-Carb...

[Wen, Yanmei; Zhu, Shifa; Jiang, Huanfeng; Wang, Azhong; Chen, Zhenwang Synlett, 2011 , # 7 p. 1023 - 1027]

Palladium-Catalyzed Perarylation of 3-Thiophene-and 3-Furanc...

[Nakano, Masaya; Tsurugi, Hayato; Satoh, Tetsuya; Miura, Masahiro Organic Letters, 2008 , vol. 10, # 9 p. 1851 - 1854]

Site-selective Suzuki–Miyaura cross-coupling reactions of 2,...

[Hussain, Munawar; Khera, Rasheed Ahmad; Hung, Nguyen Thai; Langer, Peter Organic and Biomolecular Chemistry, 2011 , vol. 9, # 2 p. 370 - 373]

Synthesis of Tetrasubstituted Furans via Sequential Pd (OAc)...

[Wang, Azhong; Jiang, Huanfeng; Xu, Qiuxiang Synlett, 2009 , # 6 p. 929 - 932]

Multiple arylation of alkyl aryl ketones and α, β-unsaturate...

[Terao, Yoshito; Kametani, Yoko; Wakui, Hiroyuki; Satoh, Tetsuya; Miura, Masahiro; Nomura, Masakatsu Tetrahedron, 2001 , vol. 57, # 28 p. 5967 - 5974]