Sulfinates and thiocyanates triggered 6-endo cyclization of o-alkynylisocyanobenzenes

被引:21
作者
Khaikate, Onnicha
Meesin, Jatuporn
Pohmakotr, Manat
Reutrakul, Vichai
Leowanawat, Pawaret
Soorukram, Darunee
Kuhakarn, Chutima [1 ]
机构
[1] Mahidol Univ, Fac Sci, Dept Chem, Rama 6 Rd, Bangkok 10400, Thailand
关键词
QUINOLINE N-OXIDES; ONE-POT SYNTHESIS; INTRAMOLECULAR CYCLIZATION; CATALYZED SULFONYLATION; MEDIATED SULFONYLATION; ISOCYANIDE INSERTION; RADICAL CYCLIZATION; C2; SULFONYLATION; SULFUR-DIOXIDE; INHIBITORS;
D O I
10.1039/c8ob02338g
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Diverse 2-sulfonyl- and 2-thiocyanato-3-substituted quinolines were synthesized from o-alkynylisocyanobenzenes by nucleophilic addition of the respective sulfinate sodium salts and ammonium thiocyanate to the isocyanide moiety followed by cyclization. The salient features of the methodology include metal-free, ambient temperature and mild reaction conditions, ease of reagent handling, and broad functional group tolerance.
引用
收藏
页码:8553 / 8558
页数:6
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