Work

Fe(III)‐Catalyzed Intramolecular Hydroamination of 1,3‐Dienes Improved by Using Triphenylphosphate as an Additive

Year: 2024

Type: article

Abstract: We herein report that the combination of Fe(OTf)3 and triphenylphosphate (TPP, (PhO)3PO) has proven to be an effective catalyst for the intramolecular hydroamination of amino‐1,3‐dienes with an efficiency and scope superior to previously reported methods. This catalytic system demonstrated consistent performance with diverse aminodienes as well as aminoolefins, providing five‐ to seven‐membered N‐heterocycles. We propose a Lewis/Brønsted acid cocatalysis mechanism involving proton transfer through hydrogen bonding with TPP. Catalyst system consisting of inexpensive and nontoxic iron salt and phosphate additive, relatively low loading and recyclability of catalyst, and rapid and high‐yielding reaction are the advantages of this protocol.

Source: Advanced Synthesis & Catalysis

DOI: 10.1002/adsc.202401180

Authors: Ye Jin Kim, Dong Bin Kim, So Won Youn

Institution: Hanyang University

Language: English

Topic: Catalytic Alkyne Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funders: National Research Foundation, National Research Foundation of Korea, Ministry of Science and ICT, South Korea

Awards: G1099394827, G1243754147, G5692121107, G8258956745, G8328072146