A versatile synthetic method for preparing 1,2,3,5-tetrasubstituted pyrroles using isothiocyanates and 2-alkynyl ethers or 2-alkynylamines as building units

被引：0

作者：

Brandsma, L

Nedolya, NA

Trofimov, BA

机构：

[1] Univ Utrecht, Debye Inst, Dept Preparat Organ Chem, NL-3584 CH Utrecht, Netherlands

[2] Russian Acad Sci, Inst Chem, Siberian Branch, RUS-664033 Irkutsk, Russia

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 1999年 / 1999卷 / 10期

关键词：

metallations; copper; homogeneous catalysis; cyclizations; regioselectivity; azatrienes;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A fundamentally new approach for the construction of pyrrole rings is exemplified by highly efficient one-pot syntheses of 1,2,3,5-tetrasubstituted pyrroles starting from alkyl isothiocyanates and 2-alkynylamines or 2-alkynyl ethers.

引用

页码：2663 / 2664

页数：2

共 46 条

[21] Molybdate sulfuric acid as a reusable solid catalyst in the synthesis of 2,3,4,5-tetrasubstituted pyrroles via a new one-pot [2+2+1] strategy
Tamaddon, Fatemeh
Farahi, Mahnaz
Karami, Bahador
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2012, 356 : 85 - 89
[22] Gold-catalyzed three-component annulation: An efficient synthesis of 1,2,3,5-tetrasubstituted dihydropyrazoles from alkynes, aldehydes, and hydrazines
Suzuki, Yamato
Oishi, Shinya
Fujii, Nobutaka
Ohno, Hiroaki
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 242
[23] Synthesis of 2,3,4,5-tetrasubstituted pyrroles from aromatic ketoximes using the TiCl4/Et3N reagent system
Periasamy, M
Srinivas, G
Seenivasaperumal, M
JOURNAL OF CHEMICAL RESEARCH, 2004, (04) : 270 - 272
[24] THE PALLADIUM-CATALYZED REACTIONS OF 2-ALKYNYL CARBONATES WITH TERMINAL ACETYLENES - A NEW SYNTHETIC METHOD FOR 1,2-DIEN-4-YNES
MANDAI, T
MURAYAMA, H
NAKATA, T
YAMAOKI, H
OGAWA, M
KAWADA, M
TSUJI, J
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1991, 417 (1-2) : 305 - 311
[25] Ma'edamines E and F, rare bromotyrosine alkaloids possessing a 1,2,3,5-tetrasubstituted pyridinium moiety from an Okinawan marine sponge Suberea sp.
Kurimoto, Shin-ichiro
Okamoto, Ayano
Seino, Satsuki
Fromont, Jane
Kobayashi, Jun'ichi
Kubota, Takaaki
TETRAHEDRON LETTERS, 2022, 103
[26] PALLADIUM-CATALYZED REACTIONS OF 2-ALKYNYL CARBONATES WITH TERMINAL ACETYLENES - A NEW SYNTHETIC METHOD FOR 1,2-DIEN-4-YNES
MANDAI, T
NAKATA, T
MURAYAMA, H
YAMAOKI, H
OGAWA, M
KAWADA, M
TSUJI, J
TETRAHEDRON LETTERS, 1990, 31 (49) : 7179 - 7180
[27] Bi(OTf)(3)-Catalyzed Alkyl-Intercepted Meyer-Schuster Rearrangement of Propargylic Alcohols for the Synthesis of 1,2,3,5-Tetrasubstituted Pentane-1,5-diones
Wang, Zhihai
Sun, Yuxing
Zhang, Qinglin
Pan, Wanyong
Li, Tiantian
Yin, Yan
JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (05): : 3329 - 3340
[28] Synthesis of 1,2,4,5-tetrasubstituted imidazoles using 2,6-dimethylpyridinium trinitromethanide {[2,6-DMPyH]C(NO2)3} as a novel nanostructured molten salt and green catalyst
Zolfigol, Mohammad Ali
Baghery, Saeed
Moosavi-Zare, Ahmad Reza
Vandat, Seyed Mohammad
RSC ADVANCES, 2015, 5 (42) : 32933 - 32940
[29] A synthetic method for preparing 3,3-dialkyl-1,2,3,8-tetrahydroazulen-1-one
Oda, M
Kajioka, T
Ikeshima, K
Miyatake, R
Kuroda, S
SYNTHETIC COMMUNICATIONS, 2000, 30 (13) : 2335 - 2343
[30] Tandem Michael Addition/Aldol Reaction of Allenic Ketones with Alkyl Vinyl Ketones: Versatile Synthesis of 2-Alkynyl 1,5-Diketones, 4-Alkynyl-3-hydroxycyclohexanones and 4-Alkynylcyclohexenones
Malhotra, Deepika
Liu, Le-Ping
Hammond, Gerald B.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (35) : 6855 - 6862

← 1 2 3 4 5 →