(2-Pyridyl)phenyl methanol: a new reagent for metal-free reduction of nitro aromatic compounds

被引：26

作者：

Giomi, Donatella ^{[1
]}

Alfini, Renzo ^{[1
]}

Brandi, Alberto ^{[1
]}

机构：

[1] Univ Florence, Dipartimento Chim Ugo Schiff, Lab Progettaz Sintesi & Studio Eterocicli Biol At, I-50019 Sesto Fiorentino, Italy

来源：

TETRAHEDRON | 2011年 / 67卷 / 01期

关键词：

Pyridyl carbinols; Hantzsch ester 1,4-dihydropyridine mimics; Nitro derivatives; Metal-free reductions; TRANSFER HYDROGENATION; ASYMMETRIC ORGANOCATALYSIS; HANTZSCH ESTERS; N-OXIDES; DIHYDROPYRIDINES; DERIVATIVES; CHEMISTRY; ALDEHYDES; ACIDS; 1-(2-PYRIDYL)-2-PROPEN-1-OL;

D O I：

10.1016/j.tet.2010.11.008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

As previously reported for 1-(2-pyridyl)-2-propen-1-ol, (2-pyridyl)phenyl methanol is able to react as hydrogen donor towards nitro aromatic and heteroaromatic compounds. Operating in the presence of methyl acrylate as an aza-Michael acceptor, a domino process involving reduction and conjugate addition steps allows the one pot formation of beta-amino esters. The crucial role of the pyridine nucleus in making this purely thermal reactivity of carbinols possible has been shown. (C) 2010 Elsevier Ltd. All rights reserved.

引用

页码：167 / 172

页数：6

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