5월 30일(목) 대학원세미나 김병선 교수(경상대학교 화학교육과)

by 관리자 posted May 27, 2019
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초청강사 김병선 교수
소속 경상대학교 화학교육과
일시 2019년 5월 30일(목) 오후 5시
장소 아산이학관 331호

Palladium-Catalyzed Deprotonative Arylation of Azaarylmethyl Derivatives

 

 

Aryl(azaaryl)methyl derivatives are prominent in biologically active small molecules, exhibiting antitumor, antivirus, anti-HIV, and antihistamine activities. In considering the synthesis of a family of drug-like molecules based on the aryl(pyridinyl)methane cores, we envisioned a united approach to access these important structural motifs based on a non-traditional umpolung approach. Our strategy entailed a palladium-catalyzed deprotonative cross-coupling process (DCCP) with pyridylmethyl ethers and aryl bromides by a noble Palladium-NIXANTPHOS catalyst to generate arylated secondary ethers, while the tertiary alcohols would be accessed via a tandem DCCP/[1,2]-Wittig rearrangement. The method has extended pertinent examples of such reactions with N-Boc benzylalkylamines, azaarylmethylamines, Isoindolinones, Benzoxazoles and diaryl(heteroaryl)methanes. A cheap nickel catalyst allows the less reactive but inexpensive aryl chlorides.



20190530_대학원세미나_김병선 교수.pdf