An improved and efficient synthesis of pinene based bipyridyldiols and bipyridine

作者：Boobalan Ramalingam; Chen Chinpiao^*

来源：Tetrahedron Letters, 2016, 57(17): 1930-1934.

DOI：10.1016/j.tetlet.2016.03.075

• Bipyridyldiol
• Michael addition
• Krohnke annulation
• Ni(O)-homocoupling
• Phosphorous oxychloride

An improved and efficient synthesis of pinene based two bipyridyldiols and bipyridine is reported. For the first time, the sealed tube-pressure reaction of pinene based pyridone with phosphoryl chloride produced an excellent yield (95%) of pinene based 2-chloropyridine, which renders synthesizing pinene based bipyridyldiols a highly inexpensive and high yielding process. Moreover, highly effective reaction condition was developed for homocoupling of chloropyridine with Ni(0) that afforded pinene based bipyridine in a high yield (84%). These newly demonstrated sealed tube-pressure chlorination and homocoupling reaction of chloropyridine afford extremely effect route for the synthesis of pinene based bipyridine.

• 出版日期2016-4-27
• 单位东华大学