DMAP-Catalyzed Annulation Approach for Modular Assembly of Furan-Fused Chromenes

被引:33
作者
He, Xinwei [1 ,6 ,7 ]
Li, Ruxue [1 ]
Choy, Pui Ying [2 ,3 ,4 ]
Liu, Tianyi [2 ,3 ,4 ]
Wang, Junya [5 ]
Yuen, On Ying [2 ,3 ,4 ]
Leung, Man Pan [2 ,3 ,4 ]
Shang, Yongjia [1 ]
Kwong, Fuk Yee [2 ,3 ,4 ]
机构
[1] Anhui Normal Univ, Coll Chem & Mat Sci, Key Lab Funct Mol Solids, Minist Educ,Anhui Lab Mol Based Mat,State Key Lab, Wuhu 241002, Peoples R China
[2] Chinese Univ Hong Kong, Shenzhen Res Inst, State Key Lab Synthet Chem, Shatin, Hong Kong, Peoples R China
[3] Chinese Univ Hong Kong, Shenzhen Res Inst, Dept Chem, Shatin, Hong Kong, Peoples R China
[4] Chinese Univ Hong Kong, Shenzhen Res Inst, Shenzhen Municipal Key Lab Chem Synth Med Organ M, Shatin, Hong Kong, Peoples R China
[5] Chinese Univ Hong Kong, Shenzhen Res Inst, Shenzhen Municipal Key Lab Chem Synth Med Organ M, Hong Kong, Peoples R China
[6] Chinese Univ Hong Kong, State Key Lab Synthet Chem, Shatin, Hong Kong, Peoples R China
[7] Chinese Univ Hong Kong, Dept Chem, Shatin, Hong Kong, Peoples R China
关键词
O-QUINONE METHIDES; PTEROCARPANS; EXTENSION;
D O I
10.1021/acs.orglett.0c03374
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
With a tandem DMAP-catalyzed reaction between o-AQM, in which it is generated in situ from propargylic amine, and acyl carbene surrogate (from pyridinium ylide), a variety of polyarylated chromenes are assembled in good yields. This process does not require transition-metal catalyst and exhibits easy manipulation of the arene group and good functional group compatibility, particularly the -Br group which can be further transformed to other functionalities by cross-coupling reactions. The modular feature of o-AQM substrates and the simple operation procedures add further advantages to this synthetic method.
引用
收藏
页码:9444 / 9449
页数:6
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