Reaction of pyridazine and quinoline with silyl enol ethers in the presence of alkyl chloroformate

被引：0

作者：

Itoh, T ^{[1
]}

Miyazaki, M ^{[1
]}

Nagata, K ^{[1
]}

Ohsawa, A ^{[1
]}

机构：

[1] Showa Univ, Sch Pharmaceut Sci, Shinagawa Ku, Tokyo 142, Japan

来源：

HETEROCYCLES | 1997年 / 46卷

关键词：

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Pyridazine was allowed to react with silyl enol ethers (or ketene silyl acetals) in the presence of ethyl chloroformate to give 4- and 6-substituted 1-ethoxycarbonyldihydropyridazines in good yields. The vicinal substituents of silyl enol ethers considerably affected the regioselectivity, and one of the two dihydroadducts was selectively obtained by the use of appropriate silyl enol ethers. Similar substituent effect was observed in the reaction of quinolines under the same conditions.

引用

页码：83 / 86

页数：4

共 50 条

[1] Addition reaction of imidazoles and thiazoles with silyl enol ethers in the presence of alkyl chloroformate
Itoh, T
Miyazaki, M
Nagata, K
Ohsawa, A
TETRAHEDRON, 2000, 56 (26) : 4383 - 4395
[2] Addition of silyl enol ethers to imidazoles and thiazoles in the presence of alkyl chloroformate
Itoh, T
Miyazaki, M
Hasegawa, H
Nagata, K
Ohsawa, A
CHEMICAL COMMUNICATIONS, 1996, (10) : 1217 - 1218
[3] Determination of the nucleophilicities of silyl and alkyl enol ethers
Burfeindt, J
Patz, M
Müller, M
Mayr, H
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (15) : 3629 - 3634
[4] Cationic polymerization of vinyl ethers in the presence of silyl enol ethers
Lang, WH
Sarker, PK
Rimmer, S
MACROMOLECULAR CHEMISTRY AND PHYSICS, 2004, 205 (08) : 1011 - 1020
[5] REACTION OF TRIETHYLSILANE WITH KETONES IN PRESENCE OF PALLADIUM CHLORIDE - PREPARATION OF SILYL ENOL ETHERS
NAGAI, Y
UETAKE, K
YOSHIKAW.T
MATSUMOT.H
JOURNAL OF SYNTHETIC ORGANIC CHEMISTRY JAPAN, 1973, 31 (09) : 759 - 765
[6] ON THE REACTION OF SILYL ENOL ETHERS WITH ACTIVATED SULFOXIDES
HARTKE, K
TEUBER, D
LIEBIGS ANNALEN DER CHEMIE, 1988, (03): : 225 - 230
[7] REACTION OF SILYL ENOL ETHERS WITH CYANOGEN CHLORIDE
SHASTIN, AV
RAKITIN, OA
GODOVIKOVA, TI
STRELENKO, YA
DUBOVITSKII, FI
KHMELNITSKII, LI
BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1988, 37 (06): : 1282 - 1282
[8] Reaction of N-Nonaflylbenzotriazole with Silyl Enol Ethers
Uhde, Moritz
Ziegler, Thomas
SYNTHESIS-STUTTGART, 2009, (07): : 1190 - 1194
[9] PHENYLTHIOMETHYLSTANNYLATION OF SILYL ENOL ETHERS AND SILYL DIENOL ETHERS
IQBAL, J
MOHAN, R
TETRAHEDRON LETTERS, 1989, 30 (02) : 239 - 242
[10] REARRANGEMENTS OF SILYL ENOL ETHERS
LINDEMUL.J
SCHWARTZ, A
PINNAVAI.TJ
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1973, : 20 - +

← 1 2 3 4 5 →