Aromatic nitro-group displacement reactions. Part 1. A novel route to substituted 10-phenylacridones

Ligand Controlled Regiodivergent C1 Insertion on Arynes for Construction of Phenanthridinone and Acridone Alkaloids

“…5 Transition metal catalyzed4a, b and radical4c cyclization of prefabricated aryl substituted amides was the typical method for phenanthridinones synthesis (Scheme , D1). In contrast, the acridone moiety was mainly constructed through the acid‐promoted annulation of N ‐phenylanthranilic acids5a–c or intramolecular nucleophilic substitution of 2‐amino‐2‐halobenzophenones (Scheme , D2) 5d. e Recently, a carbon–hydrogen activation strategy was also utilized in phenanthridinone4d–h and acridone5f–h synthesis.…”

Dimethylformamide dimethyl acetal as a building block in heterocyclic synthesis

“…A mixture of methanesulphonyl (or phenyl methylsulphonyl) chloride and triethyl amine produces a sulphene, RCH¼ ¼SO 2 (R ¼ H, Ph), which cyclizes enaminones (132) in situ at low temperature to an oxathiin ring (133) in high yields [80][81][82][83][84][85].…”

Synthesis and nucleophilic substitution reaction of 1-Halo-9H-hioxanthen-9-one

“…However, the functions are displaced by nucleophiles in dipolar aprotic solvents [16][17][18][19][20]. The SNAr reaction proceeds with decreasing facility in the series of F, N0 2»Cl>Br>I, so that for practical purposes, bromine and iodine displacement are lacking in synthetic utility [22][23][24][25][26]. In this paper we report our preliminary results concerning the nucleophilic aromatic substitution on two new chIoro and fluoro substituted 9H-thioxanthen-9-ones 3a and 3b in a comparative manner (Scheme 1).…”