合成氘代吡唑并[1,5 - ]吡啶和1,2,4 - 三唑并[1,5 - ]吡啶的新方法。
New approach toward the synthesis of deuterated pyrazolo[1,5-]pyridines and 1,2,4-triazolo[1,5-]pyridines.
作者信息
Vorob'ev Aleksey Yu, Supranovich Vyacheslav I, Borodkin Gennady I, Shubin Vyacheslav G
机构信息
Vorozhtsov Novosibirsk Institute of Organic Chemistry, Acad. Lavrentiev Ave. 9, Novosibirsk, 630090, Russia.
Novosibirsk State University, Pirogov st. 2, Novosibirsk, 630090, Russia.
出版信息
Beilstein J Org Chem. 2017 May 2;13:800-805. doi: 10.3762/bjoc.13.80. eCollection 2017.
An efficient and operationally simple synthesis of 7-deuteropyrazolo[1,5-]pyridine and 7-deutero-1,2,4-triazolo[1,5-]pyridine derivatives using α-H/D exchange of 1-aminopyridinium cations in basic DO followed by a 1,3-cycloaddition of acetylenes and nitriles is presented. A high regioselectivity and a high degree of deuterium incorporation were achieved. The procedure was applied for several 4-R-1-aminopyridinium cations (R = H, Me, OMe).
本文介绍了一种高效且操作简单的合成方法，通过在碱性重水中1-氨基吡啶鎓阳离子的α-H/D交换，随后乙炔和腈进行1,3-环加成反应，制备7-氘代吡唑并[1,5 -]吡啶和7-氘代-1,2,4-三唑并[1,5 -]吡啶衍生物。该方法实现了高区域选择性和高氘掺入率。此方法适用于几种4-R-1-氨基吡啶鎓阳离子（R = H、Me、OMe）。
Zotero 插件