分子内力
电泳剂
亲核细胞
叠氮化物
化学
组合化学
立体化学
有机化学
催化作用
作者
Toshiki Yamashiro,Takumi Abe,Masaru Tanioka,Shinichiro Kamino,Daisuke Sawada
摘要
Use of 3-azidoindoles in organic synthesis remains a difficult task owing to their instabilities. Herein, we report a general and concise approach for tackling this problem by using 3-azidoindole surrogates. The surrogates are bench-stable, presumably due to the observed intramolecular O-Nβ bonding. The resultant fleeting intermediates undergo capturing in situ to afford 3-substitued indoles through formal ipso-substitution of the azide group by nucleophiles. In these investigations, we found that the fleeting 3-azidoindoles show a C3-electrophilic character for the first time.
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