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Issue 37, 2019
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Synthesis of 1,4,5,6-tetrahydropyridazines and pyridazines via transition-metal-free (4 + 2) cycloaddition of alkoxyallenes with 1,2-diaza-1,3-dienes

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Abstract

We developed an economical and practical protocol for the synthesis of 1,4,5,6-tetrahydropyridazines. A diverse range of alkoxyallenes and 1,2-diaza-1,3-dienes undergo (4 + 2) cycloaddition to generate the desired products in excellent yields. The high efficiency, wide substrate scope and good functional group tolerance of this process, coupled with operational simplicity, render the method synthetically attractive. The utility of the cycloaddition is also demonstrated by the preparation of various pyridazines from 1,4,5,6-tetrahydropyridazines.

Graphical abstract: Synthesis of 1,4,5,6-tetrahydropyridazines and pyridazines via transition-metal-free (4 + 2) cycloaddition of alkoxyallenes with 1,2-diaza-1,3-dienes

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Publication details

The article was received on 11 Apr 2019, accepted on 04 Jul 2019 and first published on 10 Jul 2019


Article type: Paper
DOI: 10.1039/C9RA02712B
RSC Adv., 2019,9, 21507-21512
  • Open access: Creative Commons BY-NC license
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    Synthesis of 1,4,5,6-tetrahydropyridazines and pyridazines via transition-metal-free (4 + 2) cycloaddition of alkoxyallenes with 1,2-diaza-1,3-dienes

    Q. Wu, P. Shao and Y. He, RSC Adv., 2019, 9, 21507
    DOI: 10.1039/C9RA02712B

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