Polycyclic aromatic hydrocarbons via 1-(arylmethyl)isobenzo- and -naphtho[2,3-c]furans

Tandem Organocatalysis and Photocatalysis: An Anthraquinone‐Catalyzed Indole‐C3‐Alkylation/Photooxidation/1,2‐Shift Sequence

“…In contrast to path I, path II involves reaction of substrate 3 with self‐sensitized singlet oxygen generating keto amide 17 through dioxetane formation and scission of the C2–C3 bond 19. Intramolecular cyclization to intermediate 18 followed by acid‐catalyzed elimination20 leads to 4‐alkylidene oxazine 19 which is converted into benzoxazinone derivative 10 by [2+2] cycloaddition with singlet oxygen and subsequent dioxetane cleavage 21…”

Synthesis and Characterization of 2,7-Di(tert-butyl)pyreno[4,5-c:9,10-c′]difuran and Derived Pyrenophanes

“…Isobenzofuran (IBF, 1 , Figure ) and its related compounds − are highly reactive dienes in the Diels−Alder reaction and have proven to be useful intermediates in the synthesis of medicinal natural products, − polycyclic aromatic hydrocarbons, − and fullerene derivatives. , …”

“…Isobenzofuran (IBF, 1, Figure 1) and its related compounds [1][2][3][4][5] are highly reactive dienes in the Diels-Alder reaction and have proven to be useful intermediates in the synthesis of medicinal natural products, [6][7][8][9] polycyclic aromatic hydrocarbons, [10][11][12][13][14] and fullerene derivatives. 15,16 There are only three previously known examples of bis(IBF)s in which the two furan entities are part of a common aromatic ring system: benzodifuran 2 and naphthodifuran 3, both prepared by Wege, 17 and isomeric naphthodifuran 4.…”