A new route to indolines by the Cu-catalyzed cyclization reaction of 2-ethynylanilines with sulfonyl azides.
It is revealed that 2-sulfonyliminoindolines can be efficiently synthesized by the Cu-catalyzed cyclization reaction of N-alkyl- or aryl-substituted 2-ethynylanilines with sulfonyl azides. This new route to the indoline derivatives is characterized by mild reaction conditions, facile introduction of functional groups at the 2-position of the indoline ring, and the wide substrate scope. Selective transformation of indoline to oxindole and isatin analogs is also demonstrated.
Yoo
Eun Jeong
EJ
Center for Molecular Design and Synthesis (CMDS), Department of Chemistry and School of Molecular Science (BK21), Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Republic of Korea.
Chang
Sukbok
S
D000814:Aniline Compounds / Q000737:chemistry*; D001386:Azides / Q000737:chemistry*; D002384:Catalysis; D003300:Copper / Q000737:chemistry*; D003500:Cyclization
D000814:Aniline Compounds; D001386:Azides; D003300:Copper; C023650:aniline