ChemInform Abstract: Furo(3,2‐b)indole Derivatives. Part 6. Synthesis and Inhibitory Effect on Platelet Aggregation of Furo(3,2‐b)indole Derivatives.

Abstract

196 ChemInform Abstract The bis(hydroxyethyl)aminomethylfuro(3,2-b)indoles (II) are prepared as shown in the reaction scheme. They have potent inhibitory effects on platelet aggregation. (IR-, NMR-, MS-data).

Gold-Catalyzed Cascade Reactions of 4H-Furo[3,2-b]indoles with Allenamides: Synthesis of Indolin-3-one Derivatives

“…1 H NMR (300 MHz, CDCl 3 ): 7.54–7.43 (m, 2H), 7.11 (m, 1H), 6.83–6.69 (m, 2H), 6.58 (d, J = 3.4 Hz, 1H), 6.51 (dd, J = 3.3, 1.9 Hz, 1H), 4.35 (s, 2H). Data are in agreement with those reported in the literature …”

“…1 H NMR (300 MHz, CDCl 3 ): 7.71 (m, 1H), 7.55 (d, J = 2.0 Hz, 1H), 7.40 (m, 1H), 7.26–7.07 (m, 2H), 6.59 (d, J = 2.0 Hz, 1H), 5.30 (s, 1H). Data are in agreement with those reported in the literature …”

“…There are only few reports on the synthesis of 4 H -furo­[3,2- b ]­indoles, and moreover, their reactivity is limited to simple N- or C2-functionalization reactions . Therefore, we started our investigations with the synthesis of a small set of 4 H -furo­[3,2- b ]­indole-4-carboxylates ( 1a – k , Scheme ).…”

“…Compounds 1a – j , bearing a hydrogen or a methyl group at C2, were synthesized in a four-step procedure by adaptation of reported methodologies (Scheme ). In the last step, N-4 was protected as carbamate to avoid the formation of undesired hydroamination side products in the reaction with activated allenamides. , C2–Ph derivative 1k was prepared from 1a via bromination, followed by Suzuki–Miyaura coupling with phenyl boronic acid. N -Allenamides 2a – g , employed in this work, are known compounds and were prepared according to literature procedures …”