Titanium-Mediated Domino Cross-Coupling/Cyclodehydration and Aldol-Addition/Cyclocondensation: Concise and Regioselective Synthesis of Polysubstituted and Fused Furans

被引：7

作者：

Ren, Lu ^{[1
]}

Luo, Juan ^{[1
]}

Tan, Linbo ^{[1
]}

Tang, Qiang ^{[1
]}

机构：

[1] Chongqing Med Univ, Ctr Lab Teaching & Management, Coll Pharm, Chongqing 400016, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2022年 / 87卷 / 05期

关键词：

ALPHA; BETA-UNSATURATED CARBONYL-COMPOUNDS; ONE-POT; ENOL ETHERS; KETONES; ACID; TETRACHLORIDE; DERIVATIVES; ACCESS; CYCLOISOMERIZATION; HYDROAMINATION;

D O I：

10.1021/acs.joc.1c02894

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Titanium enolates, in situ-generated from readily available ketones and titanium tetraisopropoxide, undergo domino cross-coupling/cyclodehydration or domino Aldol-addition/cyclocondensation with alpha-chloroketones to provide synthetically valuable furan derivatives. The domino process tolerates a variety of cyclic and acyclic ketones and chloroketones, producing polysubstituted furans and bi-, tri-, and tetracyclic fused furans.

引用

页码：3167 / 3176

页数：10

共 3 条

[1] Titanium-mediated reductive cross-coupling reactions of imines with nitriles: an efficient route for the synthesis of α-aminoketones or 1,2-diketones
Chen, Haoyi
Fan, Guoqin
Li, Shi
Mao, Kebin
Liu, Yuanhong
TETRAHEDRON LETTERS, 2014, 55 (09) : 1593 - 1596
[2] Titanium-mediated reductive cross-coupling reactions of imines with terminal alkynes: An efficient route for the synthesis of stereodefined allylic amines
Mao, Kebin
Fan, Guoqin
Liu, Yuanhong
Li, Shi
You, Xu
Liu, Dan
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2013, 9 : 621 - 627
[3] Titanium-mediated cross-coupling reactions of imines with ketones or aldehydes: an efficient route for the synthesis of 1,2-amino alcohols
Fan, Guoqin
Liu, Yuanhong
TETRAHEDRON LETTERS, 2012, 53 (38) : 5084 - 5087

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