基于异腈的多组分反应/维蒂希序列从鏻盐前体出发合成2,3-二氢-1H-2-苯并氮杂卓-1-酮和3H-2-苯并氧杂卓-1-酮
Synthesis of 2,3-Dihydro-1H-2-benzazepin-1-ones and 3H-2-Benzoxepin-1-ones by Isocyanide-Based Multicomponent Reaction/Wittig Sequence Starting from Phosphonium Salt Precursors.
作者信息
Wang Long, Ren Zhi-Lin, Ding Ming-Wu
出版信息
J Org Chem. 2015 Jan 2;80(1):641-6. doi: 10.1021/jo502275f. Epub 2014 Dec 11.
PMID:25469708
Abstract
A one-pot synthesis of multisubstituted 2,3-dihydro-1H-2-benzazepin-1-ones and 3H-2-benzoxepin-1-ones by an I-MCR/Wittig sequence was developed. The reaction of phosphonium salt 3, arylglyoxals 4, amine 5 (or without), and isocyanide 6 produced the 2,3-dihydro-1H-2-benzazepin-1-ones 8 or 3H-2-benzoxepin-1-ones 10 in good yields via a sequential Ugi or Passerini condensation and intramolecular Wittig reaction in the presence of NEt3.
摘要
通过I-MCR/维蒂希反应序列开发了一种多取代的2,3-二氢-1H-2-苯并氮杂卓-1-酮和3H-2-苯并氧杂卓-1-酮的一锅法合成。鏻盐3、芳基乙二醛4、胺5（或无胺）和异腈6在三乙胺存在下通过连续的乌吉或帕瑟里尼缩合以及分子内维蒂希反应，以良好的产率生成2,3-二氢-1H-2-苯并氮杂卓-1-酮8或3H-2-苯并氧杂卓-1-酮10。
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