One-Pot Synthesis of Isoxazole-Fused Tricyclic Quinazoline Alkaloid Derivatives via Intramolecular Cycloaddition of Propargyl-Substituted Methyl Azaarenes under Metal-Free Conditions

One-Pot Synthesis of Isoxazole-Fused Tricyclic Quinazoline Alkaloid Derivatives via Intramolecular Cycloaddition of Propargyl-Substituted Methyl Azaarenes under Metal-Free Conditions

A practical method was developed for the convenient synthesis of isoxazole-fused tricyclic quinazoline alkaloids. This procedure accesses diverse isoxazole-fused tricyclic quinazoline alkaloids and their derivatives via intramolecular cycloaddition of methyl azaarenes with <i>tert</i>-bu...

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Manylion Llyfryddiaeth
Prif Awduron: Zhuo Wang, Yuhan Zhao, Jiaxin Chen, Mengyao Chen, Xuehan Li, Ting Jiang, Fang Liu, Xi Yang, Yuanyuan Sun, Yanping Zhu
Fformat: Erthygl
Iaith:English
Cyhoeddwyd: MDPI AG 2023-03-01
Cyfres:Molecules
Pynciau:
<i>tert</i>-butyl nitrite (TBN)
tricyclic quinazoline alkaloid
isoxazole
methyl azaarenes
intramolecular cycloaddition
Mynediad Ar-lein:https://www.mdpi.com/1420-3049/28/6/2787
Disgrifiad
Crynodeb:A practical method was developed for the convenient synthesis of isoxazole-fused tricyclic quinazoline alkaloids. This procedure accesses diverse isoxazole-fused tricyclic quinazoline alkaloids and their derivatives via intramolecular cycloaddition of methyl azaarenes with <i>tert</i>-butyl nitrite (TBN). In this method, TBN acts as the radical initiator and the source of N–O. Moreover, this protocol forms new C–N, C–C, and C–O bonds via sequence nitration and annulation in a one-pot process with broad substrate scope and functionalization of natural products.
ISSN:1420-3049

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