Transition metal and base free coupling of N-tosylhydrazones with 1,3-dicarbonyl compound

被引：10

作者：

Choudhary, Deepika ^{[1
]}

Agrawal, Chanchal ^{[1
]}

Khatri, Vineeta ^{[1
]}

Thakuria, Ranjit ^{[2
]}

Basak, Ashok K. ^{[1
]}

机构：

[1] Univ Rajasthan, Dept Chem, JLN Marg, Jaipur 302004, Rajasthan, India

[2] Gauhati Univ, Dept Chem, Gauhati 781014, Assam, India

来源：

TETRAHEDRON LETTERS | 2017年 / 58卷 / 12期

关键词：

N-Tosylhydrazone; Tetraketone; beta-Keto enol ether; Transition metal free C-O coupling; Xanthenedione; BOND FORMATION; STRAIGHTFORWARD SYNTHESIS; CARBONYL-COMPOUNDS; DIAZO-COMPOUNDS; IONIC LIQUID; ROUTE; SULFONYLHYDRAZONES; DERIVATIVES; ALKYLATION; ALDEHYDES;

D O I：

10.1016/j.tetlet.2017.02.001

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

N-tosylhydrazones derived from a wide variety of aryl, alkyl and heteroaryl aldehydes undergo smooth coupling with 5,5-dimethylcyclohexane-1,3-dione under transition metal and base free conditions to generate tetraketo compounds in high yields. In presence of a base, the coupling reaction generates beta-keto enol ether as the major product in a polar aprotic solvent. N-Tosylhydrazone can also be converted to xanthenedione in high yields in one-pot operation under mild acidic conditions. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：1132 / 1136

页数：5

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