Synthesis of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of pyrroles.
A new strategy for the synthesis of condensed hetero- or carbocycles such as pyrroloindoles or fluorenes has been developed that involves the Pd-catalyzed cyclization of readily available N-(2-halobenzyl)pyrroles or their phenyl derivatives. The reaction is proposed to proceed via oxidative addition of benzylic halides to Pd(0) followed by base-assisted C-H bond activation. A broad range of condensed cyclic products could be obtained in good to excellent yields under mild conditions.
Hwang
Seung Jun
SJ
Department of Chemistry and School of Molecular Science (BK21), Korea Advanced Institute of Science and Technology, Daejeon 305-701 Republic of Korea.
Cho
Seung Hwan
SH
Chang
Sukbok
S
D002244:Carbon / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D006859:Hydrogen / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry*; D011758:Pyrroles / Q000737:chemistry*
D007211:Indoles; D011758:Pyrroles; D010165:Palladium; D002244:Carbon; D006859:Hydrogen