☆麦兜☆ » ASAP_Paper_Show_捷报频传 » [org. Chem.] Synthesis of Functionalized Allylic Sulfoxides and Their Use in the Construction of 2,3,4-Trisubstituted Furans via a [3 + 2] Annulation

sulfur 发表于 2008-9-2 17:52

[org. Chem.] Synthesis of Functionalized Allylic Sulfoxides and Their Use in the Construction of 2,3,4-Trisubstituted Furans via a [3 + 2] Annulation

Authors:Zhenqian Fu, Mang Wang, Yuhui Ma, Qun Liu, and Jun Liu

Web Release Date: 30-Aug-2008;
(Article) DOI: 10.1021/jo801406p

Abstract: A route to 2,3,4-trisubstituted furan derivatives based on a [3 + 2] annulation of functionalized allylic sulfoxides and aldehydes is described. In this strategy, the precursors of allylic sulfoxides 4, allylic sulfides 3, were synthesized via a thiomethylation reaction of an α-EWG ketene-S,S-acetal 1 (EWG: electron-withdrawing group), formaldehyde, and a thiol 2 in high to excellent yields. Allylic sulfoxides 4 were prepared by a highly regioselective oxidation of 3, using m-chloroperoxybenzoic acid as oxidant. Thus, starting from these readily available sulfoxides 4, 2-alkylthio-3,4-disubstituted furans 6 were efficiently constructed via the [3 + 2] annulation reaction of 4 with aldehydes 5 under mild conditions. Further replacement of the 2-alkylthio group of 6 with amines led to the formation of 2-amino-3,4-disubstituted furan derivatives 7.
Link:[url]http://pubs.acs.org/cgi-bin/abstract.cgi/joceah/asap/abs/jo801406p.html[/url]

weihui_cn 发表于 2008-9-2 17:57

:victory: sofa

myheric 发表于 2008-9-2 18:11

恭喜恭喜

Mcdull 发表于 2008-9-2 18:13

回复 1# sulfur 的帖子

恭喜,请尽快到Paper_Qualification版认证以方便斑竹评贴,谢.
[url]http://chem8.org/bbs/forum-47-1.html[/url]

choscar 发表于 2008-9-2 18:30

gxgx:D

Metalcarbene 发表于 2008-9-2 18:46

恭喜恭喜:lol

cc136520 发表于 2008-9-2 19:02

祝贺一下

zjroy 发表于 2008-9-2 19:53

congratulations! wonderful work

sally208 发表于 2008-9-2 19:57

恭喜恭喜！：）

churen 发表于 2008-9-3 07:02

回复 1# sulfur 的帖子

good job

songzg 发表于 2008-9-3 07:43

呵呵，祝贺啊！^_^

jingjingce 发表于 2008-9-3 13:54

回复 1# sulfur 的帖子

恭喜

orgminiminiya 发表于 2008-9-4 13:06

回复 1# sulfur 的帖子

好漂亮的工作！

dsh0707 发表于 2008-9-6 18:45

回复 10# churen 的帖子

congratulations!:D

asymmsyn 发表于 2008-9-7 01:15

恭喜！

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