Calix[n]arenes: active organocatalysts for the synthesis of densely functionalized piperidines by one-pot multicomponent procedure

被引：35

作者：

Palermo, V. ^{[1
]}

Sathicq, A. ^{[1
]}

Liberto, N. ^{[2
]}

Fernandes, S. ^{[2
]}

Langer, P. ^{[3
]}

Jios, J. ^{[4
]}

Romanelli, G. ^{[1
]}

机构：

[1] Univ Nacl La Plata, Ctr Invest & Desarrollo Ciencias Aplicadas Dr Jor, Calle 47 257,B1900AJK La Plata, RA-1900 La Plata, Buenos Aires, Argentina

[2] Univ Fed Vicosa, Dept Quim, Grp Quim Supramol & Biomimetr, Ave PH Rolfs S-N, BR-36570900 Vicosa, MG, Brazil

[3] Univ Rostock, Inst Chem, Abt Organ Chem, Albert Einstein Str 3a, D-18059 Rostock, Germany

[4] Univ Nacl La Plata, Unidad Plapimu Laseisic UNLP CIC, Dept Quim, Fac Ciencias Exactas, 47 Esq 115, RA-1900 La Plata, Buenos Aires, Argentina

来源：

TETRAHEDRON LETTERS | 2016年 / 57卷 / 19期

关键词：

Densely functionalized piperidines; p-Sulfonic acid calix[n]arenes; Heterocyclic; Multicomponent reactions; Organocatalysts; P-SULFONIC ACID; EFFICIENT SYNTHESIS; DERIVATIVES; TETRAHYDROPYRIDINES; CALIXARENES; INHIBITORS; SCAFFOLDS; CATALYST; SOLVENT; DESIGN;

D O I：

10.1016/j.tetlet.2016.03.090

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient, suitable and high yielding method has been developed for the synthesis of different densely functionalized piperidine derivatives via pseudo-five component, one-pot domino reaction through a combination of beta-ketoesters, aromatic aldehydes, and various amines using p-sulfonic acid calix[n]arenes as catalysts. The reaction was carried out in refluxing methanol, affording very good yields of the expected piperidine. Atomic economy, environmentally benign procedure, reuse of catalysts, and short reaction time are some of the important features of this protocol. (C) 2016 Elsevier Ltd. All rights reserved.

引用

页码：2049 / 2054

页数：6

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