One pot reaction of unstable N-acyl quaternary salt of thiazoles or imidazoles with silyl enol ethers formed in situ

被引：0

作者：

Itoh, T ^{[1
]}

Miyazaki, M ^{[1
]}

Nagata, K ^{[1
]}

Matsuya, Y ^{[1
]}

Ohsawa, A ^{[1
]}

机构：

[1] Showa Univ, Sch Pharmaceut Sci, Shinagawa Ku, Tokyo 1428555, Japan

来源：

HETEROCYCLES | 1999年 / 50卷 / 02期

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：

Ketone, trimethylsilyl triflate, triethylamine, thiazole or imidazole, and alkyl chloroformate were sequentially added to methylene chloride to form 2-substituted N-alkoxycarbonylated thiazoline or imidazoline derivatives in good yields.

引用

页码：667 / 671

页数：5

共 10 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] One-pot synthesis of α,β-unsaturated esters from silyl ethers by means of in situ deprotection-oxidation-Wittig reaction
Deng, Gui-Sheng
Xu, Bai-Hua
Liu, Chun-Yu
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2006, 26 (09) : 1295 - 1299
[3] One-pot transformation of silyl enol ethers into 1,3-dienes: In situ generation of alkenyl nonaflates and subsequent heck reactions - Scope and limitations
Lyapkalo, IM
Webel, M
Reissig, HU
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 2002 (21) : 3646 - 3658
[4] A one-pot route to N-acyl ureas: a formal four-component hydrolytic reaction involving aminonitrones and isocyanide dibromides
Il'in, Mikhail, V
Lesnikova, Liana A.
Bolotin, Dmitrii S.
Novikov, Alexander S.
Suslonov, Vitalii V.
Kukushkin, Vadim Yu
NEW JOURNAL OF CHEMISTRY, 2020, 44 (04) : 1253 - 1262
[5] MOLECULAR DESIGN BY CYCLOADDITION REACTION .41. UNEQUIVOCAL SYNTHESIS OF PHENACYLIDENEANILINE FROM SILYL ENOL ETHERS AND NITROSOBENZENE AND ONE-POT CYCLOADDITION REACTIONS OF THE RELATED ANILS
SASAKI, T
ISHIBASHI, Y
OHNO, M
CHEMISTRY LETTERS, 1983, (06) : 863 - 866
[6] In situ generation of Mes2Mg as a non-nucleophilic carbon-centred base reagent for the efficient one-pot conversion of ketones to silyl enol ethers
Kerr, William J.
Watson, Allan J. B.
Hayes, Douglas
ORGANIC & BIOMOLECULAR CHEMISTRY, 2008, 6 (07) : 1238 - 1243
[7] Novel one-pot mannich-type reaction in water:: Indium trichloride-catalyzed condensation of aldehydes, amines and silyl enol ethers for the synthesis of β-amino ketones and esters
Loh, TP
Wei, LL
TETRAHEDRON LETTERS, 1998, 39 (3-4) : 323 - 326
[8] Photomediated One-Pot Multicomponent Cascade Reaction for the Synthesis of N-Acyl/Sulfonyl-α-Phosphonated-1,2,3,4-Tetrahydroisoquinoline via Twice Acyl/Sulfonyl Iminium Formation
Zhang, Yun
Nie, Jia-Huan
Du, Yao
Ye, Xin-Rui
Cui, Bao-Dong
Mou, Xue-Qing
Liu, Jia-Bao
Yuan, Wei-Cheng
Chen, Yong-Zheng
CHEMISTRY-AN ASIAN JOURNAL, 2025,
[9] One-Pot Synthesis of Enantioenriched β-Amino Secondary Amides via an Enantioselective [4+2] Cycloaddition Reaction of Vinyl Azides with N-Acyl Imines Catalyzed by a Chiral Bronsted Acid
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Kikuchi, Jun
Kaga, Atsushi
Chiba, Shunsuke
Terada, Masahiro
CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (37) : 8230 - 8234
[10] A NEW METHOD FOR GENERATION AND INTRAMOLECULAR DIELS-ALDER REACTION OF N-ACYL AND N-ALKOXYCARBONYL-1-AZA-1,3-BUTADIENES - A ONE-POT SYNTHESIS OF 1,7,8,8A-TETRAHYDRO-3(2H)-INDOLIZINONES AND 1,2,3,8,9,9A-HEXAHYDRO-4(4H)-QUINOLIZINONES FROM ALPHA,BETA-UNSATURATED ALDEHYDES
UYEHARA, T
SUZUKI, I
YAMAMOTO, Y
TETRAHEDRON LETTERS, 1990, 31 (26) : 3753 - 3756

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