NaBrO3/guanidinium-based sulfonic acid: as a transition metal- and strong inorganic acid-free oxidation system for alcohols and alkyl arenes

被引：10

作者：

Shaabani, Ahmad ^{[1
]}

Laeini, Mohammad Sadegh ^{[1
]}

Shaabani, Shabnam ^{[1
]}

Seyyedhamzeh, Mozhdeh ^{[1
]}

机构：

[1] Shahid Beheshti Univ Med Sci, Fac Chem, POB 19396-4716, Tehran, Iran

来源：

NEW JOURNAL OF CHEMISTRY | 2016年 / 40卷 / 03期

关键词：

NITROGEN-DOPED GRAPHENE; AEROBIC OXIDATION; SELECTIVE OXIDATION; EFFICIENT CATALYST; CHIRAL GUANIDINES; CELLULOSE; ETHERS; CERIUM; MILD;

D O I：

10.1039/c5nj02215k

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The bromate anion as a safe, cheap, stable and easily stored oxidizing system has been utilized for the oxidation of a wide range of alcohols and alkyl arenes to the corresponding aldehydes and ketones. The reaction was performed in the presence of guanidinium-based sulfonic acid as a Bronsted acid organocatalyst in aqueous acetonitrile at room temperature. Products are isolated in high yields and the catalyst could be easily recovered and recycled.

引用

页码：2079 / 2082

页数：4

共 41 条

[1] Selective oxidation of sulfides to sulfoxides using a silica immobilised vanadyl alkyl phosphonate catalyst [J].

Al-Hashimi, Mohammed ;

Fisset, Emilie ;

Sullivan, Alice C. ;

Wilson, John R. H. .

TETRAHEDRON LETTERS, 2006, 47 (46) :8017-8019

[2]

Backvall J.-E., 2010, MODERN OXIDATION MET

[3]

Bierenstiel M, 2005, TETRAHEDRON, V61, P4911, DOI 10.1016/j.tet.2005.03.056

[4] Analysis of the reactions used for the preparation of drug candidate molecules [J].

Carey, John S. ;

Laffan, David ;

Thomson, Colin ;

Williams, Mike T. .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (12) :2337-2347

[5] Synthesis and properties of new functionalized guanidinium based ionic liquids as non-toxic versatile organic materials [J].

Carrera, Goncalo V. S. M. ;

Frade, Raquel F. M. ;

Aires-de-Sousa, Joao ;

Afonso, Carlos A. M. ;

Branco, Luis C. .

TETRAHEDRON, 2010, 66 (45) :8785-8794

[6] Bicyclic-guanidines, -guanidinates and -guanidinium salts: wide ranging applications from a simple family of molecules [J].

Coles, Martyn P. .

CHEMICAL COMMUNICATIONS, 2009, (25) :3659-3676

[7] Survey of GMP bulk reactions run in a research facility between 1985 and 2002 [J].

Dugger, RW ;

Ragan, JA ;

Ripin, DHB .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2005, 9 (03) :253-258

[8] EFFICIENT OXIDATION OF ORGANIC-COMPOUNDS WITH SODIUM AND SILVER BROMATES NABRO3, AGBRO3, IN NONAQUEOUS SOLVENTS IN THE PRESENCE OF LEWIS-ACIDS [J].

FIROUZABADI, H ;

MOHAMMADPOORBALTORK, I .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1995, 68 (08) :2319-2325

[9] Oxidative transformation of alcohols and organic halides in aqueous solution [J].

Gupta, Neeraj ;

Thakur, Apoorva ;

Bhardwaj, Pushpa .

NEW JOURNAL OF CHEMISTRY, 2014, 38 (08) :3749-3754

[10]

Haines A. H., 1988, METHODS OXIDATIONS O

← 1 2 3 4 5 →