One-pot synthesis of chalcone epoxides-A green chemistry strategy

被引：19

作者：

Ngo, Dalyna ^{[1
]}

Kalala, Mbelu ^{[1
]}

Hogan, Victoria ^{[1
]}

Manchanayakage, Renuka ^{[1
]}

机构：

[1] Susquehanna Univ, Dept Chem, Selinsgrove, PA 17870 USA

来源：

TETRAHEDRON LETTERS | 2014年 / 55卷 / 32期

关键词：

One-pot synthesis; Chalcone epoxides; Epoxidation; Claisen Schmidt condensation; ALPHA; BETA-UNSATURATED KETONES; BETA-EPOXY KETONES; CATALYZED REARRANGEMENT; EPOXIDATION; COMPLEXES; MILD;

D O I：

10.1016/j.tetlet.2014.06.057

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Waste minimization is a very important aspect of an environmentally benign protocol. A one-pot consec-process has been developed for chalcone epoxide synthesis that allows compounds to be prepared having to isolate and purify the intermediates. The strategy utilizes consecutive Claisen Schmidt and epoxidation reactions to prepare chalcone epoxides from substituted benzaldehydes acetophenones in good yields. (C) 2014 Elsevier Ltd. All rights reserved.

引用

页码：4496 / 4500

页数：5

共 34 条

[1] Monomeric and dimeric oxido-peroxido tungsten(VI) complexes in catalytic and stoichiometric epoxidation [J].

Amini, Mojtaba ;

Haghdoost, Mohammad Mehdi ;

Bagherzadeh, Mojtaba .

COORDINATION CHEMISTRY REVIEWS, 2014, 268 :83-100

[2] Epoxidation of chromones and flavonoids in ionic liquids [J].

Bernini, R ;

Mincione, E ;

Coratti, A ;

Fabrizi, G ;

Battistuzzi, G .

TETRAHEDRON, 2004, 60 (04) :967-971

[3] HYDROTALCITE-PROMOTED EPOXIDATION OF ELECTRON-DEFICIENT ALKENES WITH HYDROGEN-PEROXIDE [J].

CATIVIELA, C ;

FIGUERAS, F ;

FRAILE, JM ;

GARCIA, JI ;

MAYORAL, JA .

TETRAHEDRON LETTERS, 1995, 36 (23) :4125-4128

[4] Recent advances in solventless organic reactions: towards benign synthesis with remarkable versatility [J].

Cave, GWV ;

Raston, CL ;

Scott, JL .

CHEMICAL COMMUNICATIONS, 2001, (21) :2159-2169

[5] A highly efficient ruthenium-catalyzed rearrangement of α,β-epoxyketones to 1,2-diketones [J].

Chang, CL ;

Kumar, MP ;

Liu, RS .

JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (08) :2793-2796

[6] A one-pot synthesis of α-formyl-α-allylacetates via nucleophilic catalysis [J].

Chung, William ;

Lindovska, Petra ;

Camp, Jason E. .

TETRAHEDRON LETTERS, 2011, 52 (50) :6785-6787

[7] Green chemistry and the biorefinery: A partnership for a sustainable future [J].

Clark, James H. ;

Budarin, Vitaly ;

Deswarte, Fabien E. I. ;

Hardy, Jeffrey J. E. ;

Kerton, Fran M. ;

Hunt, Andrew J. ;

Luque, Rafael ;

Macquarrie, Duncan J. ;

Milkowski, Krzysztof ;

Rodriguez, Aitana ;

Samuel, Owain ;

Tavener, Stewart J. ;

White, Robin J. ;

Wilson, Ashley J. .

GREEN CHEMISTRY, 2006, 8 (10) :853-860

[8] Recent developments in isocyanide based multicomponent reactions in applied chemistry [J].

Dömling, A .

CHEMICAL REVIEWS, 2006, 106 (01) :17-89

[9] Synthesis, characterization and catalytic activity of chiral binaphthyl Schiff-base manganese complexes for the epoxidation of styrene [J].

Erdem, Ozlem ;

Guzel, Bilgehan .

INORGANICA CHIMICA ACTA, 2014, 418 :153-156

[10] Modified natural phosphates:: easily accessible basic catalysts for the epoxidation of electron-deficient alkenes [J].

Fraile, JM ;

García, JI ;

Mayoral, JA ;

Sebti, S ;

Tahir, R .

GREEN CHEMISTRY, 2001, 3 (06) :271-274

← 1 2 3 4 →