Work

Palladium‐Catalyzed Four‐Component Carbonylation Reactions of Acetylene: Synthesis of β ‐Perfluoroalkyl Acrylamides

Year: 2024

Type: article

Abstract: The simplest alkyne, acetylene, is a suitable C2 linker synthon that enables the connection of organic molecules with different functional groups. However, reactions of acetylene with advanced organic building blocks are much less explored compared to substituted alkynes. In this article, we present a straightforward palladium‐catalyzed four‐component carbonylation reaction with acetylene, CO, amines, and perfluoroalkyl halides that enables the preparation of various β ‐perfluoroalkyl acrylamides in one step. This protocol also provides a new strategy for the late‐stage modification of bioactive molecules, as demonstrated by the construction of β ‐perfluoroalkyl ibrutinib derivatives.

Source: European Journal of Organic Chemistry

DOI: 10.1002/ejoc.202400888

Authors: Zhusong Cao, Qiang Wang, Helfried Neumann, Matthias Beller

Institutions: Leibniz Institute for Catalysis, University of Rostock

Language: English

Topic: Catalytic Cross-Coupling Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: hybrid

Estimated APC paid: $4,330

Funder: China Scholarship Council