Issue 16, 2022

One-pot synthesis of multi-substituted conjugated dienones by trapping allene carbocations with active ylides

Abstract

A Rh(II)/boron reagent co-catalyzed unprecedent transformation was established for the rapid construction of multi-substituted conjugated dienones under mild conditions by trapping allene carbocations with oxonium ylides from simple starting points in yields up to 85%. Two C[double bond, length as m-dash]C double bonds, one C–C and one C–O single bond were built in this one-pot reaction. The diversity-oriented strategy was also established to synthesize alkyne ether and dihydrofuran derivatives by a substrate-depended fashion.

Graphical abstract: One-pot synthesis of multi-substituted conjugated dienones by trapping allene carbocations with active ylides

Supplementary files

Article information

Article type
Communication
Submitted
13 Nov 2021
Accepted
10 Jan 2022
First published
12 Jan 2022

Chem. Commun., 2022,58, 2698-2701

One-pot synthesis of multi-substituted conjugated dienones by trapping allene carbocations with active ylides

D. Ni, L. Song, Y. Zhao and S. Liu, Chem. Commun., 2022, 58, 2698 DOI: 10.1039/D1CC06405C

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