Deprotection of acetals and ketals by silica sulfuric acid and wet SiO2

被引：52

作者：

Mirjalili, BF

Zolfigol, MA

Bamoniri, A

机构：

[1] Bu Ali Sina Univ, Coll Sci, Dept Chem, Hamadan 65174, Iran

[2] Yazd Univ, Coll Sci, Dept Chem, Yazd, Iran

[3] KashanUniv, Coll Sci, Dept Chem, Kashan 51167, Iran

来源：

MOLECULES | 2002年 / 7卷 / 10期

关键词：

silica sulfuric acid; deacetalization;

D O I：

10.3390/71000751

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Neat chlorosulfonic acid reacts with silica gel to give silica sulfuric acid in which sulfuric acid is immobilized on the surface of silica gel via covalent bonds. A combination of silica sulfuric acid and wet SiO2 was used as an effective deacetalizating agent for the conversion of acetals to their corresponding carbonyl derivatives under thermal conditions.

引用

收藏

页码：751 / 755

页数：5

相关论文

共 26 条

[1]

[Anonymous], 1991, PROTECTIVE GROUPS OR

[2] Remarkably efficient deprotection of cyclic acetals and ketals [J].

Ates, A ;

Gautier, A ;

Leroy, B ;

Plancher, JM ;

Quesnel, Y ;

Markó, IE .

TETRAHEDRON LETTERS, 1999, 40 (09) :1799-1802

[3] Synthesis and ring-opening of a fused bicyclo[2.1.0]pentan-5-one acetal [J].

Butler, DN ;

Halton, B ;

Warkentin, J ;

Warrener, RN .

AUSTRALIAN JOURNAL OF CHEMISTRY, 2000, 53 (07) :561-566

[4] Dinitrogen tetraoxide complexes of iron(III) and copper(II) nitrates as versatile reagents for organic syntheses. Efficient oxidative deprotection of silyl or tetrahydropyranyl ethers, acetals, and thioacetals [J].

Firouzabadi, H ;

Iranpoor, N ;

Zolfigol, MA .

BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1998, 71 (09) :2169-2173

[5] Acetal and ketal deprotection using montmorillonite K10: The first synthesis of syn-4,8-dioxatricyclo[5.1.0.0(3,5)]-2,6-octanedione [J].

Gautier, ECL ;

Graham, AE ;

McKillop, A ;

Standen, SP ;

Taylor, RJK .

TETRAHEDRON LETTERS, 1997, 38 (11) :1881-1884

[6] Oxidative deprotection of silylethers, acetals and ketals by oxygen or air in presence of manganese and cobalt salts of 4-aminobenzoic acid supported on silica gel as catalyst. [J].

Hashemi, MM ;

Kalantari, F .

SYNTHETIC COMMUNICATIONS, 2000, 30 (10) :1857-1863

[7] AROMATIC-SUBSTITUTION .43. PERFLUORINATED RESINSULFONIC ACID-CATALYZED NITRATION OF AROMATICS [J].

OLAH, GA ;

MALHOTRA, R ;

NARANG, SC .

JOURNAL OF ORGANIC CHEMISTRY, 1978, 43 (24) :4628-4630

[8] Microwave-assisted rapid ketalization/acetalization of aromatic aldehydes and ketones in aqueous media [J].

Pourjavadi, A ;

Mirjalili, BF .

JOURNAL OF CHEMICAL RESEARCH, 1999, (09) :562-563

[9] Sulfuric acid on silica-gel: An inexpensive catalyst for aromatic nitration [J].

Riego, JM ;

Sedin, Z ;

Zaldivar, JM ;

Marziano, NC ;

Tortato, C .

TETRAHEDRON LETTERS, 1996, 37 (04) :513-516

[10] Facile conversion of alcohols into N-substituted amides by magnesium hydrogensulfate under heterogeneous conditions [J].

Salehi, P ;

Khodaei, MM ;

Zolfigol, MA ;

Keyvan, A .

SYNTHETIC COMMUNICATIONS, 2001, 31 (13) :1947-1951