HFIP Promoted C3 Alkylation of Lawsone and 4-Hydroxycoumarin with Alcohols by Dehydrative Cross-Coupling

被引:26
作者
Chen, Yixin [1 ]
Wang, Yurong [1 ]
Zhong, Rong [1 ]
Li, Jinshan [2 ,3 ]
机构
[1] Zhejiang Chinese Med Univ, Coll Pharmaceut Sci, Hangzhou 310053, Peoples R China
[2] Taizhou Univ, Adv Res Inst, Taizhou 318000, Peoples R China
[3] Taizhou Univ, Dept Chem, Taizhou 318000, Peoples R China
关键词
BIOLOGICAL EVALUATION; CATALYZED ALLYLATION; DERIVATIVES; BOND; COUMARINS; LAPACHOL; 2-HYDROXY-1,4-NAPHTHOQUINONE; ANTIBACTERIAL; ANTIMALARIAL; BENZYLATION;
D O I
10.1021/acs.joc.0c01207
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An environmentally benign system for the direct alkylation of lawsones and 4-hydroxycoumarins with alcohols in 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) is reported. The reaction proceeded smoothly via a dehydrative cross-coupling process by utilizing the unique properties of HFIP. A variety of alkylated products and subsequent one-pot cyclized products (pyranonaphthoquinones and pyranocoumarins) could be obtained in 40-93% yields.
引用
收藏
页码:10638 / 10647
页数:10
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