The facile dearomatization of nitroaromatic compounds using lithium enolates of unsaturated ketones in conjugate additions and (4+2) formal cycloadditions†,10.1039/C9CC02924A

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Lactoyl-CoA 全氟丁基戊烷白叶藤碱全氟己基辛烷新白叶藤碱壳寡糖特色专题-生物多肽

The facile dearomatization of nitroaromatic compounds using lithium enolates of unsaturated ketones in conjugate additions and (4+2) formal cycloadditions†

Karine Pasturaud,Batoul Rkein,Morgane Sanselme,Muriel Sebban,Sami Lakhdar,Muriel Durandetti,Julien Legros,Isabelle Chataigner

Chemical Communications Pub Date : 05/24/2019 00:00:00 , DOI:10.1039/C9CC02924A

Abstract

The dearomatization of conventional nitroarenes by lithiated enolates derived from methyl vinyl ketones easily takes place, following a formal (4+2) cycloaddition process. While nitroindoles react readily with in situ generated conjugated enolates, the deaggregation of these latter species using HMPA extends the reaction scope to the more aromatic nitronaphthalenes and pyridines.