Synthesis of anti-2,3-dihydro-1,2,3-trisubstituted-1H-naphth [1,2-e][1,3]oxazine derivatives via multicomponent approach

被引：19

作者：

Borah, Ruli ^{[1
]}

Dutta, Arup Kumar ^{[1
]}

Sarma, Parishmita ^{[1
]}

Dutta, Champak ^{[1
]}

Sarma, Bipul ^{[1
]}

机构：

[1] Tezpur Univ, Dept Chem Sci, Tezpur 784028, Assam, India

来源：

RSC ADVANCES | 2014年 / 4卷 / 21期

关键词：

RING-CHAIN TAUTOMERISM; 1,3-OXAZINE DERIVATIVES; EFFICIENT SYNTHESIS; ONE-POT; CHEMISTRY; AMINES;

D O I：

10.1039/c3ra47211f

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A series of anti-2,3-dihydro-1,2,3-trisubstituted-1H-naphth [1,2-e][1,3] oxazine derivatives 6 were exclusively obtained in high yields for the first time through multicomponent reactions (MCRs) of 2-naphthol, aromatic aldehydes and electron rich primary amines in ethanol at room temperature using CCl3COOH as catalyst. The same reaction could be conducted effectively in solvent-free medium at 100 degrees C. The stereochemistry of the two hydrogens connected to C-2 and C-4 (1,3) positions of the oxazine ring are identified as anti-orientation by single crystal XRD, COSY and NOESY analysis.

引用

页码：10912 / 10917

页数：6

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