Heterocycles from Phosphonium-Iodonium Ylides. Photochemical Synthesis of λ5-Phosphinolines

被引：34

作者：

Matveeva, Elena D. ^{[1
]}

Podrugina, Tatyana A. ^{[1
]}

Pavlova, Anna S. ^{[1
]}

Mironov, Andrey V. ^{[1
]}

Borisenko, Anatoliy A. ^{[1
]}

Gleiter, Rolf ^{[2
]}

Zefirov, Nikolay S. ^{[1
]}

机构：

[1] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119992, Russia

[2] Heidelberg Univ, Inst Organ Chem, D-69120 Heidelberg, Germany

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 24期

基金：

俄罗斯基础研究基金会;

关键词：

POLYVALENT IODINE; EFFICIENT REAGENT; NUCLEOPHILIC-SUBSTITUTION; HYPERVALENT IODINE; CHEMISTRY; TRIFLATE;

D O I：

10.1021/jo901984q

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A photochemical reaction of mixed phosphonium-iodonium ylides with acetylenes yielding lambda(5)-phosphinolines, a rare class of phosphorus heterocycles hardly accessible by other methods, was found. The yields of lambda(5)-phosphinolines vary from 35% to 80%. The structures of two phosphinolines were established by single-crystal X-ray diffraction. The X-ray diffraction and NMR spectra data indicate the superposition of ylidic and aromatic structures for phosphinolines.

引用

页码：9428 / 9432

页数：5

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