化学
吲哚试验
亲核细胞
异氰酸酯
催化作用
分子内力
电泳剂
有机化学
组合化学
药物化学
聚氨酯
作者
Nobuhiko Okamoto,Kazuya Takeda,Reiko Yanada
摘要
By using platinum(II) chloride as a Lewis acid catalyst, concise and efficient syntheses of indole carbamates, 1,2-dihydroisoquinoline carbamates, macrocyclic indole carbamates, indole ureas, and indole phosphoranes have been achieved via tandem Hofmann-type rearrangement of 2-alkynylbenzamides and 2-alkynylbenzylamides, nucleophilic addition of alcohols and amines to the isocyanate intermediates, and intramolecular aminocyclization of the thus-formed carbamates and ureas to 2-alkynyl functions. A variety of nucleophiles such as alcohols, amines, and stable Wittig reagents could be introduced to the highly electrophilic carbon of the isocyanate intermediates derived from amides. We observed enhancement of the reaction rates when the reactions were run under microwave irradiation.
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