Synthesis of new tricyclic phosphines and phosphinites by intramolecular Diels-Alder reactions of trivalent phospholes

被引：33

作者：

Mattmann, E ^{[1
]}

Mercier, F ^{[1
]}

Ricard, L ^{[1
]}

Mathey, F ^{[1
]}

机构：

[1] Ecole Polytech, DCPH, Lab Heteroelements & Coordinat, CNRS,UMR 7653, F-91128 Palaiseau, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2002年 / 67卷 / 15期

关键词：

D O I：

10.1021/jo025713+

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Phospholes bearing an allyl-X substituent at phosphorus tend to undergo an intramolecular Diels-Alder cycloaddition (IMDA) leading to the corresponding tricyclic derivative. When X = O or NR, the IMDA easily takes place at room temperature. When X = CH2, the IMDA slowly takes place around 110-140 degreesC, as a function to the substitution pattern of the dienic system. Two tricyclic derivatives (X = O and CH2) have been characterized by X-ray crystal structure analysis of the P-sulfides.

引用

页码：5422 / 5425

页数：4

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