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N-对甲苯磺酰基醛亚胺与芳基醛和3-甲基-3,4-戊二烯-2-酮的贝利斯-希尔曼反应

Baylis-Hillman reactions of N-tosyl aldimines and aryl aldehydes with 3-methylpenta-3,4-dien-2-one.

作者信息

Zhao Gui-Ling, Shi Min

机构信息

State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai, 200032, China.

出版信息

Org Biomol Chem. 2005 Oct 21;3(20):3686-94. doi: 10.1039/b510572b. Epub 2005 Sep 9.

DOI:10.1039/b510572b
PMID:16211103
Abstract

The attempted Baylis-Hillman reactions of N-tosyl aldimines and aryl aldehydes with 3-methylpenta-3,4-dien-2-one gave the corresponding Baylis-Hillman adducts 3 and 6 in moderate to good yields in the presence of DMAP in DMSO, respectively. In the case of the aza-Baylis-Hillman reactions of N-tosyl aldimines with 3-methylpenta-3,4-dien-2-one catalyzed by PBu3, the corresponding aza-Baylis-Hillman derivatives 4 and 5 were formed at the same time.

摘要

在二甲基亚砜中,N-对甲苯磺酰基醛亚胺和芳醛与3-甲基-3,4-戊二烯-2-酮尝试进行的贝利斯-希尔曼反应,分别在4-二甲氨基吡啶存在下以中等至良好的产率得到了相应的贝利斯-希尔曼加成物3和6。在三丁基膦催化的N-对甲苯磺酰基醛亚胺与3-甲基-3,4-戊二烯-2-酮的氮杂贝利斯-希尔曼反应中,同时形成了相应的氮杂贝利斯-希尔曼衍生物4和5。

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