Direct Synthesis of Sulfonylated Spiro[indole-3,3′-pyrrolidines] by Silver-Mediated Sulfonylation of Acrylamides Coupled with Indole Dearomatization

被引:32
作者
Dong, Wei [1 ]
Qi, Lin [1 ]
Song, Jin-Yan [1 ]
Chen, Jia-Min [1 ]
Guo, Jia-Xin [1 ]
Shen, Song [1 ]
Li, Li-Jun [1 ]
Li, Wei [1 ,2 ]
Wang, Li-Jing [1 ,2 ]
机构
[1] Hebei Univ, Coll Chem & Environm Sci, Baoding 071002, Peoples R China
[2] Hebei Univ, Key Lab Med Chem & Mol Diag, Minist Educ, Key Lab Chem Biol Hebei Prov, Baoding 071002, Peoples R China
基金
中国国家自然科学基金;
关键词
QUINOLINE N-OXIDES; SULFUR-DIOXIDE; CYCLIZATION; 1,6-ENYNES; INSERTION; ALKENES; ACCESS; SPIROCYCLIZATION; OXYSULFONYLATION; SCAFFOLDS;
D O I
10.1021/acs.orglett.0c00158
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A dearomative tandem spiro-cyclization reaction of N-[(1H-indol-3-yl)methyl]methacrylamide derivatives with sulfinate sodium in the presence of AgNO3 and K2CO3 is reported, which produced sulfonylated spiro[indole-3,3'-pyrrolidines] in medium to excellent yields. The characteristics of this transformation contain good functional group tolerance and ease of operation.
引用
收藏
页码:1830 / 1835
页数:6
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