Synthesis of Fluoroalkylated Pyrrolidines through Neat Reaction of Fluoroalkyl Iodides with N, N‐Diallylamines

Author:

Mao Ting1,Li Weipiao1,Liu Xiao‐Xiao1,Wang Haoyang2,Han Wen‐Yong1ORCID,Tong Jie3,Xiao Shi‐Ji1,Zhao Liang14ORCID,He Chun‐Yang14ORCID

Affiliation:

1. Key Laboratory of Biocatalysis & Chiral Drug Synthesis of Guizhou Province Generic Drug Research Center of Guizhou Province Zunyi Medical University Zunyi 563000 Guizhou People's Republic of China

2. Shanghai Institute of Organic Chemistry Chinese Academy of Sciences Shanghai 200032 People's Republic of China

3. School of Medicine Yale University New Haven Connecticut 06510 United States

4. Key Laboratory of Basic Pharmacology of Ministry of Education and Joint International Research Laboratory of Ethnomedicine of Ministry of Education. School of Pharmacy. Zunyi Medical University Zunyi 563000 Guizhou People's Republic of China

Abstract

AbstractWe presented a cascade transformation of N, N‐diallylamines and fluoroalkyl iodides into various functionalized fluoroalkylated pyrrolidines through a visible light‐induced synthetic process in the solvent‐free conditions. In this reaction system, the substrate N, N‐diallylamine acted both as the base and the electron donor. We further demonstrated the practicality of this protocol by the direct modification of amino acids and pharmaceutical molecules.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

Organic Chemistry,Catalysis

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