Silica-promoted facile synthesis of thioesters and thioethers: a highly efficient, reusable and environmentally safe solid support

被引：68

作者：

Basu, Basudeb ^{[1
]}

Paul, Susmita ^{[1
]}

Nanda, Ashis K. ^{[1
]}

机构：

[1] N Bengal Univ, Dept Chem, Darjeeling 734013, India

来源：

GREEN CHEMISTRY | 2010年 / 12卷 / 05期

关键词：

CHLORIDE CATALYZED ACYLATION; SOLVENT-FREE; S-ALKYLATION; MICHAEL ADDITION; ACID ANHYDRIDES; ALCOHOLS; THIOLS; AMINES; PHENOLS; ACETYLATION;

D O I：

10.1039/b925620b

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An efficient, mild and rapid procedure for the acylation and alkylation of aromatic and aliphatic thiols mediated on a silica gel surface at room temperature is described. The protocol allows the protection of thiols under neutral heterogeneous conditions without requiring any bases or Lewis acids, and the silica gel used as the promoter can be recycled for several runs without any loss of activity.

引用

收藏

页码：767 / 771

页数：5

相关论文

共 53 条

[1]

[Anonymous], 1999, PROTECTIVE GROUPS OR

[2] Synthesis of β-amino esters via aza-Michael addition of amines to alkenes promoted on silica:: A useful and recyclable surface [J].

Basu, B ;

Das, P ;

Hossain, I .

SYNLETT, 2004, (14) :2630-2632

[3] Catechol violet as new, efficient, and versatile ligand for Cu(I)-catalyzed C-S coupling reactions [J].

Basu, Basudeb ;

Mandal, Bablee ;

Das, Sajal ;

Kundu, Sekhar .

TETRAHEDRON LETTERS, 2009, 50 (39) :5523-5528

[4] Highly selective N-Alkylation of amines promoted on silica: An efficient and recyclable surface [J].

Basu, Basudeb ;

Paul, Susmita ;

Nanda, Ashis K. .

GREEN CHEMISTRY, 2009, 11 (08) :1115-1120

[5] Indium(III) chloride as a new, highly efficient, and versatile catalyst for acylation of phenols, thiols, alcohols, and amines [J].

Chakraborti, AK ;

Gulhane, R .

TETRAHEDRON LETTERS, 2003, 44 (35) :6749-6753

[6] Catalytic acetylation of alcohols, phenols, thiols and amines with zeolite H-FER under solventless conditions [J].

Chavan, SP ;

Anand, R ;

Pasupathy, K ;

Rao, BS .

GREEN CHEMISTRY, 2001, 3 (06) :320-322

[7]

Clark J.H., 1994, CATALYSIS ORGANIC RE

[8]

Cremlyn RJ., 1996, An introduction to organosulfur chemistry

[9] Peptide conjugates as tools for the study of biological signal transduction [J].

Eisele, F ;

Owen, DJ ;

Waldmann, H .

BIOORGANIC & MEDICINAL CHEMISTRY, 1999, 7 (02) :193-224

[10] Silica gel catalyzed highly selective C-S bond formation via Michael addition of thiols to α,β-unsaturated ketones under solvent-free conditions [J].

Firouzabadi, H ;

Iranpoor, N ;

Jafarpour, M ;

Ghaderi, A .

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2006, 249 (1-2) :98-102

← 1 2 3 4 5 6 →