Microwave-assisted synthesis of α-aminophosphonates with sterically demanding α-aryl substituents

被引：9

作者：

Hudson, Harry R. ^{[1
]}

Tajti, Adam ^{[2
]}

Balint, Erika ^{[2
]}

Czugler, Matyas ^{[2
]}

Karaghiosoff, Konstantin ^{[3
]}

Keglevich, Gyorgy ^{[2
]}

机构：

[1] London Metropolitan Univ, Fac Life Sci & Comp, London, England

[2] Budapest Univ Technol & Econ, Dept Organ Chem & Technol, H-1521 Budapest, Hungary

[3] Ludwig Maximilians Univ Munchen, Dept Chem, Munich, Germany

来源：

SYNTHETIC COMMUNICATIONS | 2020年 / 50卷 / 10期

关键词：

alpha-Aminophosphonate; crystal structure; C - H delta+ center dot center dot center dot H delta+ - C bonds; Kabachnik-fields reaction; microwave; X-ray diffraction; KABACHNIK-FIELDS REACTION; DOT-H DISTANCES; DERIVATIVES; SOLVENT; BONDS; ACIDS; DFT;

D O I：

10.1080/00397911.2019.1679186

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A series of N-benzhydryl protected alpha-aminophosphonates with alpha-phenyl, alpha-(1-naphtyl), alpha-(9-anthryl) or alpha-(1-pyrenyl) substituents was synthesized by the Kabachnik-Fields condensation of diphenylmethylamine (benzhydrylamine), the corresponding aryl aldehyde and a dialkyl phosphite under MW irradiation. X-ray studies performed at low temperatures for a few of these alpha-aminophosphonates confirmed the presence of unusually short intramolecular C-alpha-H delta+ center dot center dot center dot H delta+-C-peri contacts. [GRAPHICS] .

引用

页码：1446 / 1455

页数：10

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