Issue 28, 2023

NHC-catalyzed formal [3 + 3] annulations of δ-acetoxy allenoates for the synthesis of 4H-pyran derivatives

Abstract

Herein, an N-heterocyclic carbene (NHC) catalyzed formal [3 + 3] annulation of δ-acetoxy allenoates with 1C,3O-bisnucleophiles for the construction of 4H-(fused)pyrans has been developed. This protocol provides a facile method to synthesize highly functionalized 4H-pyrans and has a broad substrate scope (30 examples, up to 77% yield).

Graphical abstract: NHC-catalyzed formal [3 + 3] annulations of δ-acetoxy allenoates for the synthesis of 4H-pyran derivatives

Supplementary files

Article information

Article type
Paper
Submitted
10 May 2023
Accepted
21 Jun 2023
First published
21 Jun 2023

Org. Biomol. Chem., 2023,21, 5775-5783

NHC-catalyzed formal [3 + 3] annulations of δ-acetoxy allenoates for the synthesis of 4H-pyran derivatives

B. Shi, F. Jin, Q. Lv, X. Zhou, Z. Liao, C. Yu, K. Zhang and C. Yao, Org. Biomol. Chem., 2023, 21, 5775 DOI: 10.1039/D3OB00732D

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