SILYLCUPRATION OF N-PHENYL-N-ETHYNYL-ANILINE - A VERSATILE ROUTE TO FUNCTIONALIZED N,N-BIS(PHENYL)ENAMINES

被引：19

作者：

CAPELLA, L

CAPPERUCCI, A

CUROTTO, G

LAZZARI, D

DEMBECH, P

REGINATO, G

RICCI, A

机构：

[1] DIPARTIMENTO CHIM ORGAN U SCHIFF,CNR,CTR COMPOSTI ETEROCICL,VIA G CAPPONI 9,I-50121 FLORENCE,ITALY

[2] CNR,IST COMPOSTI CARBONIO CONTENENTI ETEROATOMI & LORO APPLICAZ,I-40064 OZZANO EMILIA,ITALY

[3] DIPARTIMENTO CHIM ORGAN A MANGINI,I-40136 BOLOGNA,ITALY

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 20期

关键词：

D O I：

10.1016/S0040-4039(00)73691-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The silylcupration of N-phenyl-N-ethynyl-aniline, occurs regioselectively leading to silylation at the beta-carbon atom. Subsequent reaction of the resulting vinyl copper adduct with electrophiles, opens a new flexible route to functionalized enamines.

引用

页码：3311 / 3314

页数：4

共 13 条

[1]

ALEXAKIS A, 1977, B SOC CHIM FR, V7, P693

[2] SILYLCUPRATION-MEDIATED SYNTHESIS OF 2-SUBSTITUTED ALLYLAMINES [J].

CAPELLA, L ;

DEGL'INNOCENTI, A ;

REGINATO, G ;

RICCI, A ;

TADDEI, M ;

SECONI, G .

JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (06) :1473-1476

[3]

CAPELLA L, 1991, SYNTHESIS-STUTTGART, V12, P1201

[4]

CASARINI A, 1992, SYNLETT, P981

[5]

Colvin E. W., 1981, SILICON ORGANIC SYNT

[6]

FICINI J, 1964, B SOC CHIM FR, V4, P871

[7] OBSERVATIONS ON VARIOUS SILYL-CUPRATE REAGENTS [J].

FLEMING, I ;

NEWTON, TW .

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (08) :1805-1808

[8] ENAMINES - RECENT ADVANCES IN SYNTHETIC, SPECTROSCOPIC, MECHANISTIC, AND STEREOCHEMICAL ASPECTS .1. [J].

HICKMOTT, PW .

TETRAHEDRON, 1982, 38 (14) :1975-2050

[9]

PITACCO G, 1968, CHEM AMINO GROUPS, P627

[10]

RICCI A, 1989, CHIM OGGI, P15

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