Cascade Multicomponent Assemblies Involving 1,3-Enynes via Auto- Tandem Palladium Catalysis

被引:11
|
作者
He, Ze-Liang [1 ,2 ]
Zhang, Yi [1 ,2 ]
Chen, Zhi-Chao [1 ,2 ]
Du, Wei [1 ,2 ]
Chen, Ying-Chun [1 ,2 ,3 ]
机构
[1] Sichuan Univ, Key Lab Drug Targeting & Drug Delivery Syst, Educ Minist & Sichuan Prov, Chengdu 610041, Peoples R China
[2] Sichuan Univ, Sichuan Res Ctr Drug Precis Ind Technol, West China Sch Pharm, Chengdu 610041, Peoples R China
[3] Third Mil Med Univ, Coll Pharm, Chongqing 400038, Peoples R China
关键词
ENANTIOSELECTIVE SYNTHESIS; ALDEHYDES;
D O I
10.1021/acs.orglett.2c02544
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Here we report a three-component auto-tandem reaction of 1,3-enyne-tethered carbonyls, organoboronic reagents, and suitable nucleophiles catalyzed by palladium, proceeding through consecutive intramolecular vinylogous addition, Suzuki coupling, and allylic alkylation. This process exhibited high chemo-and regioselectivity with 1,3,4-trifunctionalization of the 1,3enyne motif, and a wide range of 2H-chromenes, 1,2-dihydroquinolines, benzo[b]oxepines, 1,7-annulated indoles, and other frameworks were efficiently constructed in fair to good yields and E/Z selectivity.
引用
收藏
页码:6326 / 6330
页数:5
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