ChemInform Abstract: Syntheses and Analgesic/Antiinflammatory Activities of Novel 2‐(5‐Aroyl‐pyrrolo)alkanoic Acids.

Abstract

Reaction of the cyanopyridine (I) with the pyrrole (II) under Houben‐Hoesch conditions gives the ketone (III), which is converted to the nicotinyl derivative (IVa); a similar procedure leads to the picolinyl derivative (IVb).

Fluoro-substituted ketones from nitriles using acidic and basic reaction conditions

“…The fluoro-substituted benzyl cyanide leads to ketone 16 (eq 1). Although benzylic fluoro-substituents are known to form carbocations in superacid, 3a there is no evidence for such chemistry in this system. The dinitrile ( 17 ) provides the 1,6-diketone from reaction with benzene in superacid (eq 2).…”

“…1 It has previously been shown that nitriles having electron withdrawing groups can form fairly reactive electrophiles in the Houben-Hoesch reaction. This has been the basis for synthetic methodologies leading to halogen-substituted ketones, 2 aminoketones, 3 N -heterocyclic ketones, 3 and other products. 4 Likewise, Shudo and Ohwada have described a superacid-promoted Houben-Hoesch reaction in which dicationic species are formed and these superelectrophilic conversions are shown give good yields aryl ketones.…”

Synthesis of Trifluoromethyl Pyrroles and Their Benzo Analogues

“…Several other photochemical trifluoromethylations by trifluoroiodomethane were reported. From the tricyclic pyr-role 8, the regioisomeric substitution products 9 and 10 were formed, 10 and from the substituted pyrroles 11 and 13 the 2-trifluoromethylpyrroles 12 11 and 14 12 were prepared in moderate and good yields, respectively (Scheme 3).…”

Nonpeptide angiotensin II antagonists: N-phenyl-1H-pyrrole derivatives are angiotensin II receptor antagonists

“…Hz, 2 ), 1.7-1.6 (m, 2 ), 1.42-1.3 (m, 2 ), 0.9 (t, J = 7 Hz, Methyl l-[4-[[2-n-Butyl-4-(hydroxymethyl)-5-chloroimidazolyl]methyl]phenyl]-lH-pyrrole-2-carboxylate (20). Elution with ethyl acetate of the reaction mixture that afforded 18 provided the isomer methyl 1-[4-[ [2-n-butyl-4-(hydroxymethyl)-5-chloroimidazolyl] methyl]phenyl]-lff-pyrrole-2-carboxylate: NMR (CDCI3) 7.35 (d, J = 6 Hz, 2 ), 7.1 (m, 3 H), 6.9 (d, J = 2.5 Hz, 1 H), 6.25 (t, J = 3 Hz, 1H), 5.2 (s, 2 H), 4.65 (s, 2 H), 3.75 (s, 3 H), 2.8 (t,«7 = 7 Hz, 2 ), 1.8-1.65 (m, 2 ), 1.43-1.3 (m, 2H),0.9 (t,</=7Hz, 3H).…”