Phosphazene Base-Catalyzed Intramolecular Cascade Reactions of Aryl-Substituted Enynes

被引：2

作者：

Tang, Jian-Sheng ^{[1
,2
]}

Xie, Ye-Xiang ^{[1
]}

Wang, Zhi-Qiang ^{[1
]}

Deng, Chen-Liang ^{[1
]}

Li, Jin-Heng ^{[1
]}

机构：

[1] Hunan Normal Univ, Key Lab Chem Biol & Tradit Chinese Med Res, Minist Educ, Changsha 410081, Hunan, Peoples R China

[2] Hunan First Normal Univ, Math & Sci Dept, Changsha 410205, Hunan, Peoples R China

来源：

SYNTHESIS-STUTTGART | 2010年 / 18期

基金：

中国国家自然科学基金;

关键词：

P(4)-t-Bu base; cascade cyclization reaction; 9-aryl-3a,4-dihydronaphtho[2,3-c]furan-1(3H)-one; 3-arylallyl; 3-arylpropiolate; DIELS-ALDER REACTIONS; ORGANIC-SYNTHESIS; DEPROTONATIVE FUNCTIONALIZATION; ARYLNAPHTHALENE LACTONES; AMMONIUM CATIONS; T-BU-P4; BASE; PROTIC MEDIA; CYCLOADDITIONS; CYCLIZATION; POLYAMINOPHOSPHAZENES;

D O I：

10.1055/s-0030-1258172

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel method for the synthesis of 9-aryl-3a,4-dihydronaphtho[2,3-c]furan-1(3H)-ones has been developed by P(4)-t-Bu-catalyzed intramolecular cascade reactions of enynes. In the presence of a catalytic amount of phosphazene P(4)-t-Bu base, a variety of 3-arylallyl 3-arylpropiolates underwent the cascade cyclization reaction smoothly in moderate to excellent yields.

引用

页码：3204 / 3210

页数：7

共 50 条

[31] Theoretical study of general base-catalyzed hydrolysis of aryl esters and implications for enzymatic reactions
Xie, DQ
Xu, DG
Zhang, LD
Guo, H
JOURNAL OF PHYSICAL CHEMISTRY B, 2005, 109 (11): : 5259 - 5266
[32] Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides
Mikhailovskaya, T. F.
Vasilevsky, S. F.
RUSSIAN CHEMICAL BULLETIN, 2010, 59 (03) : 632 - 636
[33] EQUILIBRIA AND BASE-CATALYZED EXCHANGE OF SUBSTITUTED OLEFINS
BROADDUS, CD
ACCOUNTS OF CHEMICAL RESEARCH, 1968, 1 (08) : 231 - &
[34] KINETICS OF BASE-CATALYZED IODINATION OF SUBSTITUTED ACETONAPHTHONES
ANANTHAKRISHNANADAR, P
GNANASEKARAN, C
INDIAN JOURNAL OF CHEMISTRY SECTION A-INORGANIC BIO-INORGANIC PHYSICAL THEORETICAL & ANALYTICAL CHEMISTRY, 1980, 19 (07): : 646 - 649
[35] Base-catalyzed intramolecular heterocyclization of o-alkynylbenzhydrazides
T. F. Mikhailovskaya
S. F. Vasilevsky
Russian Chemical Bulletin, 2010, 59 : 632 - 636
[36] Base-catalyzed reactions of (-)-epicatechin: Formation of enantiomers of base-catalyzed reaction products from (+)-catechin
Hashida, K
Ohara, S
Makino, R
JOURNAL OF WOOD CHEMISTRY AND TECHNOLOGY, 2003, 23 (3-4) : 227 - 232
[37] INTRAMOLECULAR PROTON TRANSFER IN A BASE-CATALYZED ALLYLIC REARRANGEMENT
CRAM, DJ
UYEDA, RT
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1962, 84 (22) : 4358 - &
[38] BASE-CATALYZED REACTIONS .39. KINETIC STUDIES OF HOMOGENEOUS BASE-CATALYZED ADDITION REACTIONS OF ALKYLAROMATICS TO CONJUGATED HYDROCARBONS
PINES, H
STALICK, WM
HOLFORD, TG
GOLAB, J
LAZAR, H
SIMONIK, J
JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (16): : 2299 - &
[39] Cascade Reactions of Aryl-Substituted Terminal Alkynes Involving in Situ-Generated α-Imino Gold Carbenes
Sun, Qiaoying
Huessler, Christopher
Kahle, Justin
Mackenroth, Alexandra V.
Rudolph, Matthias
Kraemer, Petra
Oeser, Thomas
Hashmi, A. Stephen K.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (05)
[40] Base-catalyzed synthesis of aryl amides from aryl azides and aldehydes
Xie, Sheng
Zhang, Yang
Ramstrom, Olof
Yan, Mingdi
CHEMICAL SCIENCE, 2016, 7 (01) : 713 - 718

← 1 2 3 4 5 →