Pd-Catalyzed Indolization/peri-C–H Annulation/N-Dealkylation Cascade to Cyclopenta-Fused Acenaphtho[1,2-b]indole Scaffold

Autor:	Hidenori Matsuyama, Shin Suzuki, Hon Eong Ho, Masahiro Terada, Masaki Kawata, Tienan Jin
Rok vydání:	2021
Předmět:	Fluoranthene Indole test Annulation Stereochemistry Organic Chemistry Phenanthrene Biochemistry body regions chemistry.chemical_compound chemistry Cascade reaction Pyrene Molecule Physical and Theoretical Chemistry Naphthalene
Zdroj:	Organic Letters. 23:9431-9435
ISSN:	1523-7052 1523-7060
Popis:	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.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::92cce9a3433f6e7682a55ed4f396d038 https://doi.org/10.1021/acs.orglett.1c03575 Zobrazit plný text záznamu