Sulfur Incorporation: Copper-Catalyzed Cascade Cyclization of 1,7-Enynes with Metal Sulfides toward Thieno[3,4-c]quinolin-4(5H)-ones

被引：43

作者：

Liu, Yu ^{[1
]}

Zhang, Jia-Ling ^{[1
]}

Song, Ren-Jie ^{[1
]}

Li, Jin-Heng ^{[1
,2
]}

机构：

[1] Hunan Univ, Coll Chem & Chem Engn, State Key Lab Chemo Biosensing & Chemometr, Changsha 410082, Hunan, Peoples R China

[2] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

ORGANIC LETTERS | 2014年 / 16卷 / 22期

关键词：

CONTAINING HETEROCYCLIC-COMPOUNDS; ENANTIOSELECTIVE SYNTHESIS; ELECTROPHILIC ACTIVATION; ENYNE METATHESIS; GOLD; CYCLOISOMERIZATION; EFFICIENT; 1,6-ENYNES; PLATINUM; ACCESS;

D O I：

10.1021/ol5025162

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A novel copper-catalyzed cascade cyclization of 1,7-enynes with metal sulfides is described. This sulfur-incorporation method provides straightforward access toward the important thiophene-fused quinolin-4(5H)-one scaffold through cyclization and double CS bond formation cascade, and the chemoselectivity of this 1,7-enyne cyclization toward 1,3,3a,9b-tetrahydrothieno[3,4-c]quinolin-4(5H)-ones and 3,3a-dihydrothieno[3,4-c]quinolin-4(5H)-ones can be controlled by varying the sulfur resources.

引用

页码：5838 / 5841

页数：4

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