DABCO catalyzed [4+2] annulations of Morita-Baylis-Hillman carbonates with isocyanates.

Wei Cai, Yiming Zhou, Yanlin He, You Huang

Chemical communications (Cambridge, England) 2021 Sep 06

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A highly concise method for 1,4-diazabicyclo[2.2.2]octane (DABCO) catalyzed [4+2] annulations of o-amino-acylation of aryl MBH carbonates with isocyanates has been developed. For the first time, MBH carbonates served as 1,4-dipoles, providing functionalized 3,4-dihydroquinazolinones in mild conditions with good to excellent yields. The density functional theory calculations of the mechanism supports our hypothesis.

Citation

Wei Cai, Yiming Zhou, Yanlin He, You Huang. DABCO catalyzed [4+2] annulations of Morita-Baylis-Hillman carbonates with isocyanates. Chemical communications (Cambridge, England). 2021 Sep 06;57(71):8985-8988