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
收藏
页码：5838 / 5841
页数：4
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