Issue 24, 2024

Phosphine-mediated formal [5 + 1] aminobenzannulations of Morita–Baylis–Hillman carbonates with isocyanates

Abstract

Morita–Baylis–Hillman (MBH) carbonates have been widely used in many meaningful annulations. Herein we report the use of an MBH-carbonate-derived relatively long-chained, C5, synthon to enable a formal [5 + 1] annulation with readily available isocyanates. The reaction proceeds via a tandem Wittig and aminobenzannulation process, smoothly constructing both diarylamines and anilines with a broad scope of substrates and excellent chemoselectively.

Graphical abstract: Phosphine-mediated formal [5 + 1] aminobenzannulations of Morita–Baylis–Hillman carbonates with isocyanates

Supplementary files

Article information

Article type
Research Article
Submitted
04 sept. 2024
Accepted
11 oct. 2024
First published
11 oct. 2024

Org. Chem. Front., 2024,11, 7130-7135

Phosphine-mediated formal [5 + 1] aminobenzannulations of Morita–Baylis–Hillman carbonates with isocyanates

W. Cai, Y. Hu, N. Wang and Y. Huang, Org. Chem. Front., 2024, 11, 7130 DOI: 10.1039/D4QO01651C

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