1443005-29-5Relevant academic research and scientific papers
Pd-Catalyzed Indolization/peri-C–H Annulation/N-Dealkylation Cascade to Cyclopenta-Fused Acenaphtho[1,2-b]indole Scaffold
Jin, Tienan,Suzuki, Shin,Ho, Hon Eong,Matsuyama, Hidenori,Kawata, Masaki,Terada, Masahiro
supporting information, p. 9431 - 9435 (2021/12/14)
A novel Pd-catalyzed cascade reaction of N,N-dialkyl-substituted o-alkynylanilines involving an indolization/peri-C–H annulation/N-dealkylation sequence has been developed to construct a cyclopenta-fused acenaphtho[1,2-b]indole (ANI) scaffold. A variety of aromatic hydrocarbons having a peri-C–H bond at the alkynyl terminus, such as naphthalene, phenanthrene, pyrene, and fluoranthene, were employed, affording the corresponding π-extended ANI derivatives. The ANI molecules showed relatively narrow energy gaps by increasing HOMOs and lowering LUMOs, implying their potential applications as π-segments in low-band-gap materials.
Metal-free oxidation/C(sp3)iH functionalization of unactivated alkynes using pyridine-N-oxide as the external oxidant
Chen, Dian-Feng,Han, Zhi-Yong,He, Yu-Ping,Yu, Jie,Gong, Liu-Zhu
supporting information, p. 12307 - 12310 (2013/02/22)
Externally yours: 2,3-Dihydroquinolin-4(1H)-ones are obtained in moderate to good yields (40-84 %, see scheme) in a metal-free oxidation/C(sp 3)iH functionalization of unactivated aryl alkynes. 2,6-Dichloropyridine-N-oxide is used as an external oxidant. In the reaction, a Bronsted acid, not a metal, plays a key role in the triple CiC bond activation. Copyright
