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Phosphine-Catalyzed Domino Annulation of γ-Vinyl Allenoates: Synthesis of Tetrahydrofuro[3,2-c]quinoline Derivatives
Organic Letters ( IF 5.2 ) Pub Date : 2024-05-08 , DOI: 10.1021/acs.orglett.4c00656
Mengmeng Ma 1 , Jiaxu Feng 1 , Wei Cai 1 , You Huang 1
Affiliation  

A novel phosphine-catalyzed domino annulation reaction of γ-vinyl allenoates and o-aminotrifluoacetophenones for the construction of terahydrofuro[3,2-c]quinoline derivatives has been developed. In this domino reaction, two kinds of terahydrofuro[3,2-c]quinoline compounds containing CF3 groups were obtained with good yields under mild conditions, three new C–N, C–C, and C–O bonds can be built in one step, and the reaction selectivity is achieved by adjusting the reaction conditions. Furthermore, preliminary studies on an asymmetric variant of this reaction proceeded with moderate enantioselectivity.

中文翻译:

膦催化γ-乙烯基联烯酸酯的多米诺环化:四氢呋喃并[3,2-c]喹啉衍生物的合成

开发了一种新型膦催化γ-乙烯基联烯酸酯和邻氨基三氟苯乙酮的多米诺环化反应,用于构建四氢呋喃并[3,2- c ]喹啉衍生物。在该多米诺骨牌反应中,在温和的条件下以良好的收率得到了两种含有CF 3基团的四氢呋喃并[3,2- c ]喹啉化合物,并且可以构建三个新的C-N、C-C和C-O键。一步,通过调节反应条件实现反应选择性。此外,对该反应的不对称变体的初步研究以中等对映选择性进行。
更新日期:2024-05-08
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