Synthesis of 1-hetarylethylphosphonates

Gulyukina, N. S.; Beletskaya, I. P.

doi:10.1134/s1070428010060011

Cited by 7 publications

(3 citation statements)

References 19 publications

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“…The traditional Pd catalysts continue to have widespread application, and thus it is interesting to note that hydrogenation of 2-methylquinoline in the presence of Pd/C in trifluoroacetic acid afforded 2-methyl-5,6,7,8-tetrahydroquinoline in almost quantitative yield . Similarly, quinoline derivatives bearing a phosphonate moiety were also hydrogenated effectively in the presence of Pd/C and excess of ammonium formate to afford the corresponding 1,2,3,4-tetrahydroquinolines . In a recent article, it was reported that the hydrogenation of polysubstituted quinoline derivatives in the presence of Pd/C or Pd(OH) 2 afforded the corresponding 1,2,3,4-tetrahydroquinolines…”

Section: Synthesis Of 1234-tetrahydroquinolines Involving the Partial...mentioning

confidence: 99%

“…517 Similarly, quinoline derivatives bearing a phosphonate moiety were also hydrogenated effectively in the presence of Pd/C and excess of ammonium formate to afford the corresponding 1,2,3,4-tetrahydroquinolines. 518 In a recent article, it was reported that the hydrogenation of polysubstituted quinoline derivatives in the presence of Pd/C or Pd(OH) 2 afforded the corresponding 1,2,3,4-tetrahydroquinolines. 519 Kobayashi and co-workers also developed a polymer incarcerated platinum (PI Pt) catalyst similar to the Pd-containing one previously discussed.…”

Section: Partial Hydrogenation Of Quinolines To Racemic 1234-tetrahyd...mentioning

confidence: 99%

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Advances in the Chemistry of Tetrahydroquinolines

2011

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Involving the Generation of Two Bonds 5.1. Introduction 5.2. Formation of the NÀC 2 and C 3 ÀC 4 Bonds 5.2.1. DielsÀAlder Related Reactions 5.2.2. Tandem Michael AdditionÀCyclization Sequence 5.2.3. Miscellaneous Reactions 5.3. Formation of the NÀC 2 and C 4 ÀC 4a Bonds 5.3.1. Michael Addition Initiated Reactions 5.3.2. Miscellaneous Reactions 5.4. Formation of the NÀC 2 and C 2 ÀC 3 Bonds 5.5. Formation of the C 2 ÀC 3 and C 3 ÀC 4 Bonds 5.6. Formation of the C 2 ÀC 3 and C 4 ÀC 4a Bonds 5.7. Formation of the C 3 ÀC 4 and C 4 ÀC 4a Bonds 5.8. Formation of the C 8a ÀN and C 4 ÀC 4a Bonds 5.9. Formation of the NÀC 2 and C 8a ÀN Bonds 6. Synthesis of 1,2,3,4-Tetrahydroquinolines Involving the Generation of Three or More Bonds 6.1. Formation of the NÀC 2 , C 2 ÀC 3 , and C 4 ÀC 4a Bonds: The Povarov and Related Reactions

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Section: Synthesis Of 1234-tetrahydroquinolines Involving the Partial...mentioning

confidence: 99%

Section: Partial Hydrogenation Of Quinolines To Racemic 1234-tetrahyd...mentioning

confidence: 99%

Advances in the Chemistry of Tetrahydroquinolines

2011

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“…Impressive achievements have been reached in this area by applying catalysts based on noble metal NPs (e.g., Pd, − Pt, − Rh, ,− Ru, ,− Ir, ,, and Au , ). However, the high and volatile price associated with the low availability of precious metals has boosted the interest to exploit cheap and earth-abundant metals for the development of novel catalysts in recent times, although, to date, to a limited extent for the hydrogenation of quinolines.…”

Section: Introductionmentioning

confidence: 99%

Tuning the Catalytic Performance of Cobalt Nanoparticles by Tungsten Doping for Efficient and Selective Hydrogenation of Quinolines under Mild Conditions

et al. 2021

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Non-noble bimetallic CoW nanoparticles (NPs) partially embedded in a carbon matrix (CoW@C) have been prepared by a facile hydrothermal carbon-coating methodology followed by pyrolysis under an inert atmosphere. The bimetallic NPs, constituted by a multishell core–shell structure with a metallic Co core, a W-enriched shell involving Co 7 W 6 alloyed structures, and small WO 3 patches partially covering the surface of these NPs, have been established as excellent catalysts for the selective hydrogenation of quinolines to their corresponding 1,2,3,4-tetrahydroquinolines under mild conditions of pressure and temperature. It has been found that this bimetallic catalyst displays superior catalytic performance toward the formation of the target products than the monometallic Co@C, which can be attributed to the presence of the CoW alloyed structures.

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