Barun Okram, Nandi Sukumar, Panda Kausik, Ila Hiriyakkanavar, Junjappa Hiriyakkanavar
Department of Chemistry, Indian Institute of Technology, Kanpur 208 016, U. P. India.
J Org Chem. 2002 Jul 26;67(15):5398-401. doi: 10.1021/jo020219r.
A new method for beta-phenol annulation involving base-induced [4C + 2C] cycloaromatization of readily available 4-bis(methylthio)-3-buten-2-one with a variety of cyclic and acyclic active methylene ketones has been reported. Appropriate choice of ketones allows synthesis of diverse frameworks such as dihydroindan, tetrahydronaphthalenes, their higher homologues, dihydro/octahydrophenanthrenes, anthracene, and heteroannulated analogue in high yields with regiocontrol of phenolic functionality.
据报道,一种新的β-酚环化方法,该方法涉及碱诱导的[4C + 2C]环芳构化反应,即利用易得的4-双(甲硫基)-3-丁烯-2-酮与多种环状和非环状活性亚甲基酮进行反应。通过适当选择酮类,可以高产率地合成多种骨架结构,如二氢茚、四氢萘及其高级同系物、二氢/八氢菲、蒽以及杂环化类似物,并对酚官能团进行区域控制。