Dearomatization of Halonaphthols via an Intermolecular [4＋1] Spiroannulation with in situ Formed Aza-ortho-quinone Methides

Chinese Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 43(11), P. 3888 - 3888

Published: Jan. 1, 2023

A base promoted dearomatization strategy for [4＋1] spiroannulation of halonaphthols with N-(o-chloromethyl) aryl amides is reported, which used to efficiently synthesize azaspirocycles.A range azaspirocycles were obtained in satisfactory excellent yield high diastereoselectivity under mild conditions.Variety functional groups including aldehyde and free hydroxyl group, different N-protecting groups, such as Bz Ts are compatibility.The transformation the product a possible mechanism also provided.

Language: Английский

α-Carbonyl Rh-Carbenoid Initiated Cascade Assembly of Diazobarbiturates with Alkylidene Pyrazolones for Synthesis of Spirofuropyrimidines

Molecules, Journal Year: 2024, Volume and Issue: 29(13), P. 3178 - 3178

Published: July 3, 2024

Catalyzed by Rh2(esp)2 (10 mol%) and (±)-BINAP (20 in DCE at 80 °C, the cascade assembly between diazobarbiturates alkylidene pyrazolones proceeded readily produced spiro-furopyrimidines 38–96% chemical yields. The structure of prepared spirofuro-pyrimidines was firmly confirmed X-ray diffraction analysis.

Language: Английский