Synthesis of pyridines with an amino acid residue by [2+2] cycloadditions of electron-poor acetylenes on enaminone systems derived from N-Boc protected amino acids

被引：8

作者：

Prek, Benjamin ^{[1
]}

Bezensek, Jure ^{[1
]}

Stanovnik, Branko ^{[1
]}

机构：

[1] Univ Ljubljana, Fac Chem & Chem Technol, Vecna Pot 1135,POB 537, SI-1000 Ljubljana, Slovenia

来源：

TETRAHEDRON | 2017年 / 73卷 / 35期

关键词：

2-Alkyamino-substituted pyridine-3,4dicarboxylates; N-protected alpha-amino acids; Enaminones; Polysusbtituted butadienes; METAL-FREE SYNTHESIS; APLYSINOPSIN ANALOGS; DIRECT ARYLATION; DERIVATIVES; REAGENTS; 3-(DIMETHYLAMINO)PROPENOATES; HETEROCYCLES; CATALYST; OXIDES;

D O I：

10.1016/j.tet.2017.07.019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this paper we present a pyridine synthesis, starting from N-protected amino acids. Amino acids are firstly converted to an ynone system, which is later converted to an enaminone system. Following a formal [2 + 2] cycloaddition of electron poor acetylenes and subsequent ring closure the final products are pyridines bearing an amino-acid substituent. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：5260 / 5267

页数：8

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