18 research outputs found
Amine induced carbonylation of alkynes to cyclobutenediones using Fe<SUB>3</SUB>(CO)<SUB>12</SUB>
No full textIron carbonyl species, prepared in situ in THF using Fe3(CO)12, react with alkynes at 25°C, in the presence of certain amines, to give the corresponding cyclobutenediones in moderate to good yields (25–61%) after CuCl2·2H2O oxidation
ChemInform Abstract: Amine-Induced Carbonylation of Alkynes to Cyclobutenediones Using Fe3(CO)12.
No full textChemInform Abstract: Novel Method of Conversion of Alkynes to Cyclic Imides Using Iron Carbonyl Complexes.
No full textNovel Reaction of the [HFe<SUB>3</SUB>(CO)<SUB>11</SUB>]<SUP>-</SUP> reagent with alkynes: a new synthesis of cyclobutenediones
No full textReaction of the [HFe3(CO)11]- species generated in situ using Fe(CO)5 and NaBH4/CH3COOH in THF with alkynes, followed by CuCl2.2H2O oxidation leads to the corresponding cyclobutenediones in 60–73% yields. Reaction of [HFe3(CO)11]- species, generated in situ using Fe(CO)5 and NaBH4/CH3COOH in THF, with alkynes followed by CuCl2·2H2O oxidation leads to the corresponding cyclobutenedione
Reactive Iron Carbonyl Species via Reduction of FeCl<sub>3</sub> with NaBH<sub>4</sub> in the Presence of CO: Conversion of 1-Alkynes to Benzoquinones and Cyclobutenediones
No full textIron carbonyl species, prepared in situ at 25
°C through reduction of anhydrous FeCl3 with NaBH4
in the presence of carbon monoxide and acetic acid in
THF, reacts with 1-alkynes at reflux temperature to give
the corresponding benzoquinones after CuCl2·2H2O oxidation in moderate to good yields (51−80%). Also, these
species upon CH3I treatment followed by reaction with
1-alkynes lead to the formation of the corresponding
cyclobutenediones in moderate yields (30−37%) after
CuCl2·2H2O oxidation
Conversion of alkynes to cyclic imides and anhydrides using reactive iron carbonyls prepared from Fe(CO)<SUB>5</SUB> and Fe<SUB>3</SUB>(CO)<SUB>12</SUB>
No full textAlkyne-iron carbonyl complexes, prepared using Fe(CO)5–NaBH4–CH3COOH-amine-alkyne and Fe3(CO)12–amine–alkyne reagent systems, react with excess of amine at 25°C to give cyclic imides in moderate to good yields. Further, unsaturated iron carbonyl species, prepared using the Fe(CO)5–pyridine-N-oxide system, react with alkynes to give the corresponding anhydrides
A new method for the regio and stereoselective hydrocarboxylation of alkynes using NaHFe(CO)<SUB>4</SUB>/CH<SUB>2</SUB>Cl<SUB>2</SUB> system
No full textThe reagent generated in situ in THF using NaHFe(CO)4 and CH2Cl2 was used for the regio and stereoselective hydrocarboxylation of terminal and internal alkynes to obtain α,β-unsaturated carboxylic acid derivatives
New Convenient One-Pot Methods of Conversion of Alkynes to Cyclobutenediones or α,β-Unsaturated Carboxylic Acids Using Novel Reactive Iron Carbonyl Reagents
No full textReactions of NaHFe(CO)4/RX or [HFe3(CO)11]- reagents with alkynes lead to the formation of the
corresponding α,β-unsaturated carboxylic acids and/or the cyclobutenediones. The reagent generated in situ using the NaHFe(CO)4/CH3I combination in THF, on reaction with alkynes followed
by CuCl2·2H2O oxidation, gives the corresponding cyclobutenediones (27−42%) and α,β-unsaturated
carboxylic acids (10−22%), whereas the reagent generated using CH2Cl2 in place of CH3I leads to
α,β-unsaturated carboxylic acids (37−60%) and their derivatives (35−55%) at 25 °C. The same
reagent system in the presence of acetic acid (4 equiv) yields the corresponding cyclobutenedione
(33%). The reaction using Me3SiCl gives the corresponding α,β-unsaturated carboxylic acids (45−54%) at 25 °C and the corresponding cyclobutenediones (51−63%) at 60 °C. Interestingly, the
reaction of the [HFe3(CO)11]- species generated using Fe(CO)5/NaBH4/CH3COOH, with alkynes at
25 °C, followed by CuCl2·2H2O oxidation gives the corresponding cyclobutenediones (60−73%). The
possible intermediates and pathways for the formation of α,β-unsaturated carboxylic acids and
cyclobutenediones are discussed
