Efficient tetrahydropyranylation of alcohols and detetrahydropyranylation reactions in the presence of catalytic amount of trichloroisocyanuric acid (TCCA) as a safe, cheap industrial chemical

被引：13

作者：

Firouzabadi, H ^{[1
]}

Iranpoor, N ^{[1
]}

Hazarkhani, H ^{[1
]}

机构：

[1] Shiraz Univ, Dept Chem, Coll Sci, Shiraz 71454, Iran

来源：

SYNTHETIC COMMUNICATIONS | 2004年 / 34卷 / 19期

关键词：

trichloroisocyanuric acid; tetrahydropyranylation; detetrahydropyranylation; solvent-free;

D O I：

10.1081/SCC-200031053

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Preparation and cleavage of THP ethers of different hydroxy functional groups are easily and efficiently performed in the presence of trichloroisocyanuric acid (TCCA) in the absence of solvent with high yields.

引用

页码：3623 / 3630

页数：8

共 10 条

[1]

DAVIS KJ, 2000, SYNTHETIC COMMUN, P2301

[2]

Firouzabadi H, 2001, SYNLETT, P1641

[3]

GREEN TW, 1991, PROTECTIVE GROUPS OR, P184

[4] Protecting groups [J].

Jarowicki, K ;

Kocienski, P .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 2000, (16) :2495-2527

[5] Remarkable deprotection of THP and THF ethers catalysed by cerium ammonium nitrate (CAN) under neutral conditions [J].

Markó, IE ;

Ates, A ;

Augustyns, B ;

Gautier, A ;

Quesnel, Y ;

Turet, L ;

Wiaux, M .

TETRAHEDRON LETTERS, 1999, 40 (30) :5613-5616

[6]

RAMASAMY KS, 1999, TETRAHEDRON LETT, V40, P1323

[7] Trichloroisocyanuric acid: A safe and efficient oxidant [J].

Tilstam, U ;

Weinmann, H .

ORGANIC PROCESS RESEARCH & DEVELOPMENT, 2002, 6 (04) :384-393

[8] A mild and efficient dehydrogenation of indolines [J].

Tilstam, U ;

Harre, M ;

Heckrodt, T ;

Weinmann, H .

TETRAHEDRON LETTERS, 2001, 42 (32) :5385-5387

[9]

Zolfigol MA, 2002, SYNLETT, P1002

[10] Trichloroisocyanuric acid as a novel oxidizing agent for the oxidation of urazoles under both heterogeneous and solvent free conditions [J].

Zolfigol, MA ;

Madrakian, E ;

Ghaemi, E ;

Mallakpour, S .

SYNLETT, 2002, (10) :1633-1636

← 1 →