Rapid Access to 3-Aminoindazoles from Tertiary Amides
Rapid Access to 3-Aminoindazoles from Tertiary Amides
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DOI：
10.1021/acs.orglett.5b00765
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发表时间：
2015-07-17
期刊：
影响因子：
5.2
通讯作者：
Charette, Andre B.
中科院分区：
文献类型：
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作者：
Cyr, Patrick;Regnier, Sophie;Charette, Andre B.
以易得的原料为起始原料，经两步合成了结构多样的3-氨基吲唑。该序列包括通过叔酰胺的化学选择性Tf 2 O介导的活化和随后的亲核酰肼加成来一锅法合成氨基腙。然后，这些前体参与分子内无配体Pd催化的C-H胺化反应。通过这种方法合成的氮杂环通过随后的脱保护/官能化反应进一步多样化。
A two-step synthesis of structurally diverse 3-aminoindazoles from readily available starting materials was developed. This sequence includes a one-pot synthesis of aminohydrazones through chemoselective Tf2O-thediated activation of tertiary amides and subsequent addition of nucleophilic hydrazides. These precursors then participate in an intramolecular ligand-free Pd-catalyzed C-H amination reaction. The azaheterocycles synthesized via this approach were further diversified through subsequent deprotection/functionalization reactions.