Bera Saurav, Panda Gautam
Medicinal and Process Chemistry Division, CSIR-Central Drug Research Institute, B.S. 10/1, Jankipuram Extension, Sitapur Road, Lucknow 226031, UP, India.
Org Biomol Chem. 2014 Jun 21;12(23):3976-85. doi: 10.1039/c4ob00639a.
An efficient, general and practical synthesis of diverse 3,4-dihydropyrazines, 6,7-dihydro-[1,2,3]triazolopyrazines and 7,8-dihydro-[1,2,3]triazolodiazepines through intramolecular 1,3-dipolar cycloaddition from amino acid derived common intermediates with high yields is described. Moreover, one-pot access to optically active 3-aryl substituted 6,7-dihydro-[1,2,3]triazolo[1,5-a]pyrazines in the palladium-copper co-catalytic system has also been achieved in this work. The easy substrate availability and operational simplicity make the process suitable for further exploration.
描述了一种高效、通用且实用的方法，通过分子内1,3-偶极环加成反应，从氨基酸衍生的常见中间体高产率地合成多种3,4-二氢吡嗪、6,7-二氢-[1,2,3]三唑并吡嗪和7,8-二氢-[1,2,3]三唑并二氮杂卓。此外，在这项工作中还实现了在钯-铜共催化体系中一锅法获得光学活性的3-芳基取代的6,7-二氢-[1,2,3]三唑并[1,5-a]吡嗪。底物易于获得且操作简单，使得该方法适合进一步探索。
