The Synthesis and Proton Magnetic Resonance Spectra of Some Brominated Furans¹

Electronic Structures of Divinylchalcogenophene‐Bridged Biruthenium Complexes: Exploring Trends from O to Te

“…The reagents (trimethylsilyl)acetylene, selenophene and 2,5‐dibromothiophene ( 1b ) were commercially available. The starting materials [RuHCl(CO)(PPh 3 ) 3 ], tellurophene,, 2,5‐dibromofuran ( 1a ), 2,5‐dibromoselenophene ( 1c ), 2,5‐dibromotellurophene ( 1d ), 2,5‐bis(ethynyl)furan ( 3a ), 2,5‐bis(ethynyl)thiophene ( 3b ) and [{RuCl(CO)(PMe 3 ) 3 } 2 (µ‐CH=CH‐C 6 H 4 ‐CH=CH)] ( 4e ) were prepared by literature methods.…”

Synthesis of benzo(or furo)[5,6]azepino[2,1-a]isoindolone derivatives: π-cyclisations of N-acyliminium ions

“…As depicted in chart 3, imide-esters 7a and 7b [13] (obtained by classical condensation of phthalimide with the known methyl 3-bromomethylfurane-2-carboxylate 6a [14] and methyl o-bromomethylbenzoate 6b [15]) were reacted with more than 5 equivalents of freshly prepared methylmagnesium iodide at 0-5°C for 3 hours. This yielded after water hydrolysis the hydroxylactam-alcohols 8a and 8b in good yields (71 and 78% respectively).…”

Regiospecific Synthesis of 7‐Hydroxyindoles from Pyrroles by Anionic Benzannulation

“…The phrase "usual workup" or "worked up in the usual manner" refers to washing of the organic phase with water (2 ϫ 1/3 of the volume of the organic phase) and brine (1 ϫ 1/4 of the volume of the organic phase), drying (Na 2 SO 4 ), filtration, and concentration under reduced pressure. Known substrates 11, [22] 18d, [29] 25, [15] 29a, [30] 29b, [30] 34, [31] 43, [15] 45 [28] were prepared according to reported procedures.…”

“…[28] When furoate 45 was submitted to annulation with methyl crotonate (18a) in the presence of tBuOLi, which is frequently used in the Hauser annulation (Scheme 5), the formation of annulated product 48 was observed to take place via the anticipated Michael intermediate 47; however, the yield of the reaction was only 10 %. After trials with a number of bases, we found LHMDS to be the optimal one for the reaction, furnishing hydroxybenzofuran 48 in 90 % yield.…”