参考标题:A Short Synthesis Of The Plant Alkaloid 4-Methyl-2,6-Naphthyridine 作者:Alexandra Kamlah,Franz Bracher |发布日期:2019.10.9 摘要:A New Synthesis Of The 2,6-Naphthyridine Alkaloid 4-Methyl-2,6-Naphthyridine From Antirrhinum Majus Has Been Developed. Key Steps Are A Regioselective Oxidation Of 3-Bromo-4,5- Dimethylpyridine To The Corresponding 4-Formyl Derivative, And The Annulation Of The Second Pyridine Ring By Suzuki-Miyaura Cross-Coupling Using (E)-2-Ethoxyvinylboronic Acid Pinacol Ester As A Masked Acetaldehyde Equivalent. This Protocol Gives The Alkaloid In Four Steps Starting From Commercially Available 3,4-Dimethylpyridine In 15% Overall Yield. This Annulation Protocol Should Be Useful For The Synthesis Of Other Condensed Pyridines As Well.