Amides as precursors of imidoyl radicals in cyclisation reactions

Microwave‐assisted Cadogan reaction for the synthesis of 2‐aryl‐2H‐indazoles, 2‐aryl‐1H‐benzimidazoles, 2‐carbonylindoles, carbazole, and phenazine

“…The extract was chromatographed on a silica gel column and eluted with hexane:EtOAc (3:1) to give ethyl 2‐nitrocinnamate 9b (1.09 g, 68%) as colorless liquid. The structure of ethyl2‐nitrocinnamate 9b was determined by comparison of IR, 1 H NMR and 13 C NMR spectra with those of literature [24]. IR (neat): 1700 cm −1 (CO 2 ), 1510 cm −1 , and 1272 cm −1 (NO 2 ); 1 H NMR (CDCl 3 ): δ 1.36 (t, J = 7.5 Hz, 3H, CH 3 ); 4.30 (q, J = 7.5 Hz, 2H, CH 2 ), 6.37 (d, J = 17 Hz, 1H, CCH), 7.55 (dd, J = 7.5 Hz and 7.5 Hz, 1H, Ar‐H), 7.64–7.65 (m, 2H, 2 Ar‐H), 8.04 (d, J = 7.5 Hz, 1H, Ar‐H), 8.11 (d, J = 17 Hz, 1H, Ph‐CHC); 13 C NMR (CDCl 3 ): δ 14.7 (q), 60.9 (t), 123.9 (d), 125.5 (d), 129.8 (d), 130.9 (s), 132.8 (d), 134.1 (d), 139.1 (d), 140.4 (s), 165.7 (s).…”

Palladium and radical routes to phenanthridines

“…We chose imidoyl selanides because the weak imidoyl-Se bond was predicted to facilitate Pd(0) insertion and they had proved good precursors for radical reactions. 14 Also it has been shown that transition metals can insert into the carbon-selenium bond. The required amides 3 were prepared, in reasonable yields, by standard methods from 2-aminobiphenyl 4 and aryl acid chlorides (Scheme 2, Table 1).…”

Organocatalyzed Cascade Aza‐Michael/Michael Addition for the Asymmetric Construction of Highly Functionalized Spiropyrazolone Tetrahydroquinolines

“…[14g,i,j] Substrates 1 [19] and 2 [11b] were synthesized by following the reported procedures. [14g,i,j] Substrates 1 [19] and 2 [11b] were synthesized by following the reported procedures.…”

“…The squaramide organocatalysts were prepared by following the reported procedures. [14g,i,j] Substrates 1 [19] and 2 [11b] were synthesized by following the reported procedures. Racemic products 3 were obtained by using Et 3 N as a catalyst.…”