I2-Promoted [4 + 2] cycloaddition of in situ generated azoalkenes with enaminones: facile and efficient synthesis of 1,4-dihydropyridazines and pyridazines

Jiajun Feng, Tiantong He, Yuxing Xie, Yang Yu, Jonathan B. Baell, Fei Huang

Research output: Contribution to journalArticleResearchpeer-review

19 Citations (Scopus)

Abstract

A facile and efficient strategy for the synthesis of 1,4-dihydropyridazines and pyridazines through I2-promoted [4 + 2] cycloaddition of in situ generated azoalkenes with enaminones has been developed. The switch in selectivity is attributed to the judicious choice of different reaction temperatures. The key features of this work include controllable and selective synthesis, good functional group tolerance, good to excellent reaction yields, metal/base-free conditions, and also applicability to one-pot methodology.

Original languageEnglish
Pages (from-to)9483-9493
Number of pages11
JournalOrganic & Biomolecular Chemistry
Volume18
Issue number46
DOIs
Publication statusPublished - 14 Dec 2020

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