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Updated: Mar 10, 2026

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
Published on: June 21, 2017
Bu4NI/tBuOOH catalyzed, α-regioselective cross-dehydrogenative coupling of BODIPY with allylic alkenes and ethers
Yang Yu1, Lijuan Jiao1, Jun Wang1
1The Key Laboratory of Functional Molecular Solids, Ministry of Education; School of Chemistry and Materials Science, Anhui Normal University, Wuhu, 241000, China. jiao421@ahnu.edu.cn.
Abstract:
A Bu4NI/tBuOOH-catalyzed, highly regioselective cross-dehydrogenative coupling (CDC) of the α-C-H bond(s) of the BODIPY core has been developed. The α-regioselective alkylation reaction utilizes easily accessible coupling partners, namely commercial allylic alkenes and ethers - even common, inert organic solvents, such as tetrahydrofuran, diethyl ether and 1,4-dioxane. The high α-regioselectivity of this CDC reaction is attributable to the radical process involved and provides a facile access to a variety of α-functionalized BODIPYs, which are hard to access through current synthetic methods.
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