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Metal-Free One-Pot Synthesis of 3-Phosphinoylbenzofurans via Phospha-Michael Addition/Cyclization of H-Phosphine Oxides and in Situ Generated ortho-Quinone Methides
Organic Letters ( IF 5.2 ) Pub Date : 2018-01-09 00:00:00 , DOI: 10.1021/acs.orglett.7b03863
Ji-Yuan Du 1 , Yan-Hua Ma 1 , Rui-Qing Yuan 1 , Nana Xin 1 , Shao-Zhen Nie 1 , Chun-Lin Ma 1 , Chen-Zhong Li 1, 2 , Chang-Qiu Zhao 1
Affiliation  

A novel metal-free one-pot protocol for the effective and efficient synthesis of 3-phosphinoylbenzofurans via a phospha-Michael addition/cyclization of H-phosphine oxides and in situ generated ortho-quinone methides is described. Based on the expeditious construction of C(sp2)–P bonds, asymmetric synthesis of optically pure 3-phosphinoylbenzofurans containing chiral P-stereogenic center has also been probed by using chiral RP-(−)-menthyl phenylphosphine oxide.

中文翻译:

H-膦氧化物的磷-迈克尔加成/环化反应和原位生成的醌甲基甲烷的无金属一锅合成3-膦酰基苯并呋喃

描述了一种新颖的无金属一锅方案,该方案通过H-膦氧化物的磷化-迈克尔加成/环化作用和原位生成的醌甲基化物来有效和高效地合成3-膦酰基苯并呋喃。基于C(sp 2)-P键的快速构建,还通过使用手性R P -(-)-薄荷基苯基膦氧化物探索了含手性P-立体异构中心的光学纯3-膦酰基苯并呋喃的不对称合成。
更新日期:2018-01-09
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