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Sulfinates and thiocyanates triggered 6-endo cyclization of o-alkynylisocyanobenzenes
被引:21
作者:

Khaikate, Onnicha
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机构: Mahidol Univ, Fac Sci, Dept Chem, Rama 6 Rd, Bangkok 10400, Thailand

Meesin, Jatuporn
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机构: Mahidol Univ, Fac Sci, Dept Chem, Rama 6 Rd, Bangkok 10400, Thailand

Pohmakotr, Manat
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机构: Mahidol Univ, Fac Sci, Dept Chem, Rama 6 Rd, Bangkok 10400, Thailand

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Leowanawat, Pawaret
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机构: Mahidol Univ, Fac Sci, Dept Chem, Rama 6 Rd, Bangkok 10400, Thailand

Soorukram, Darunee
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机构: Mahidol Univ, Fac Sci, Dept Chem, Rama 6 Rd, Bangkok 10400, Thailand

Kuhakarn, Chutima
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Mahidol Univ, Fac Sci, Dept Chem, Rama 6 Rd, Bangkok 10400, Thailand Mahidol Univ, Fac Sci, Dept Chem, Rama 6 Rd, Bangkok 10400, Thailand
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.
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页码:8553 / 8558
页数:6
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