Diversity-Oriented Synthesis of Diazabicyclo[3.2.1]octanes and Dihydroquinolines via Phosphine-Catalyzed Domino Reactions of o -Amino Arylaldimines with Allenoates

Organic Letters 2026

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Authors: Dong Chen, Lishuang Wang, Haiping Yao, Haojie Gao, Chunyan Hu, Mingyue Wu, Chi-Lik Ken Lee, Zhaoxia Liu, Nianyu Huang, Nengzhong Wang
DOI: 10.1021/acs.orglett.6c01864
Cited by: 1
References: 49

Abstract

Herein, we disclose a straightforward and diversity-oriented synthetic strategy for the efficient construction of structurally diverse diazabicyclo[3.2.1]octanes and dihydroquinolines. The diazabicyclic products were generated through Lu's [3 + 2] annulation cascaded with an unexpected intramolecular aza-Michael addition. The resulting bridged [3.2.1]bicyclic compounds then served as precursors to dihydroquinolines via three distinct pathways. In addition, control experiments were performed to elucidate the plausible reaction mechanisms underlying the divergent transformations.

Fields of Study & Subjects

Cyclopropane Reaction Mechanisms Catalytic C–H Functionalization Methods Advanced Synthetic Organic Chemistry

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
24
Pages
7698–7704
Publication date
8 June 2026
Language
EN