Application of Suzuki-Miyaura and Buchwald-Hartwig Cross-coupling Reactions to the Preparation of Substituted 1,2,4-Benzotriazine 1-Oxides Related to the Antitumor Agent Tirapazamine

作者：Sarkar Ujjal; Hillebrand Roman; Johnson Kevin M; Cummings Andrea H; Ngoc Linh Phung; Rajapakse Anuruddha; Zhou Haiying; Willis Jordan R; Barnes Charles L; Gates Kent S^*

来源：Journal of Heterocyclic Chemistry, 2017, 54(1): 155-160.

DOI：10.1002/jhet.2559

Many 1,2,4-benzotriazine 1,4-dioxides display the ability to selectively kill the oxygen-poor cells found in solid tumors. As a result, there is a desire for synthetic routes that afford access to substituted 1,2,4-benzotriazine 1-oxides that can be used as direct precursors in the synthesis of 1,2,4-benzotriazine 1,4-dioxides. Here we describe the use of Suzuki-Miyaura and Buchwald-Hartwig cross-coupling reactions for the construction of various 1,2,4-benzotriazine 1-oxide analogs bearing substituents at the 3-position, 6-position, and 7-position.

• 出版日期2017-1