Synthesis of silylated β-enaminones and applications to the synthesis of silyl heterocycles

被引：28

作者：

Calvo, LA ^{[1
]}

González-Nogal, AM ^{[1
]}

González-Ortega, A ^{[1
]}

Sañudo, MC ^{[1
]}

机构：

[1] Univ Valladolid, Fac Ciencias, Dept Quim Organ, Valladolid 47011, Spain

来源：

TETRAHEDRON LETTERS | 2001年 / 42卷 / 51期

关键词：

silicon; 2-aminopyrimidines; silicon beta-enaminones; silicon pyrazoles; 2-pyridones; silicon pyrroles;

D O I：

10.1016/S0040-4039(01)01966-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Silyl beta -enaminones have been synthesized by reductive cleavage of sitylisoxazoles. These versatile synthons bearing the silyl group in different positions of the enamino ketonic system are of great interest in the construction of a variety of penta- and hexaheterocycles. which, in general, retain the silyl group attached at the ring or in a side chain. (C) 2001 Elsevier Science Ltd, All rights reserved.

引用

页码：8981 / 8984

页数：4

共 31 条

[11]

Calle M, 2001, SYNTHESIS-STUTTGART, P1949

[12]

Colvin E. W., 1981, SILICON ORGANIC SYNT, P165

[13] Reactions of pyrazolium salts with silyllithium reagents.: Regioselective synthesis of 5-silylated 3-pyrazolines [J].

Cuadrado, P ;

González-Nogal, AM .

TETRAHEDRON LETTERS, 1998, 39 (11) :1449-1452

[14] Regiospecific and stereoselective synthesis of functionalized and differently metalated alkenes by silyl- or stannylcupration of metalated acetylenes [J].

Cuadrado, P ;

González-Nogal, AM ;

Sánchez, A .

JOURNAL OF ORGANIC CHEMISTRY, 2001, 66 (06) :1961-1965

[15] Regio- and stereospecific cleavage of alpha,beta-epoxysilanes with lithium diphenylphosphide [J].

Cuadrado, P ;

GonzalezNogal, AM .

TETRAHEDRON LETTERS, 1997, 38 (46) :8117-8120

[16] Regio- and stereospecific cleavage of α,β-epoxysilanes with lithium phenylsulfide [J].

Cuadrado, P ;

González-Nogal, AM .

TETRAHEDRON LETTERS, 2000, 41 (07) :1111-1114

[17] IPSO SUBSTITUTION IN REACTION OF ACYL RADICALS WITH 2-SUBSTITUTED BENZOTHIAZOLES [J].

FIORENTINO, M ;

TESTAFERRI, L ;

TIECCO, M ;

TROISI, L .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1977, (09) :317-318

[18] THE PHENYLDIMETHYLSILYL GROUP AS A MASKED FORM OF THE HYDROXY GROUP [J].

FLEMING, I ;

HENNING, R ;

PLAUT, H .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1984, (01) :29-31

[19]

FLEMING I, 1979, COMPREHENSIVE ORGANI, V3, P608

[20] PREPARATION OF SILYLATED ESTERS, LACTONES, AND AMIDES [J].

HUDRLIK, PF ;

PETERSON, D ;

CHOU, D .

SYNTHETIC COMMUNICATIONS, 1975, 5 (05) :359-365

← 1 2 3 4 →