Catalytic alkylation reactions of weakly acidic carbonyl and related compounds using alkenes as electrophiles
- PMID: 29947406
- DOI: 10.1039/c8ob00941d
Catalytic alkylation reactions of weakly acidic carbonyl and related compounds using alkenes as electrophiles
Abstract
Catalytic alkylation reactions of weakly acidic carbonyl and related pronucleophiles such as amides, esters, and sulfonamides with substituted alkenes have been reported. In the presence of a strong Brønsted base catalyst system, potassium hexamethyldisilazide and 18-crown-6 ether, the desired reactions proceeded in high yields at ambient temperature with a wide substrate scope. These are atom-economical catalytic alkylation reactions of carbonyl and related compounds.
Similar articles
-
Catalytic Carbon-Carbon Bond-Forming Reactions of Weakly Acidic Carbon Pronucleophiles Using Strong Brønsted Bases as Catalysts.Chemistry. 2018 Jan 2;24(1):10-17. doi: 10.1002/chem.201703404. Epub 2017 Nov 29. Chemistry. 2018. PMID: 28833781
-
Photoinduced Efficient Catalytic α-Alkylation Reactions of Active Methylene and Methine Compounds with Nonactivated Alkenes.J Am Chem Soc. 2023 Oct 25;145(42):23160-23166. doi: 10.1021/jacs.3c07436. Epub 2023 Oct 17. J Am Chem Soc. 2023. PMID: 37846890 Free PMC article.
-
Catalytic asymmetric direct-type 1,4-addition reactions of simple amides.J Am Chem Soc. 2015 Apr 8;137(13):4336-9. doi: 10.1021/jacs.5b01943. Epub 2015 Mar 26. J Am Chem Soc. 2015. PMID: 25799406
-
Efficient Radical-Mediated Intermolecular α-Alkylation Reactions of Carbonyl Compounds with Nonactivated Alkenes.Chem Asian J. 2024 Jun 17;19(12):e202400319. doi: 10.1002/asia.202400319. Epub 2024 May 14. Chem Asian J. 2024. PMID: 38676345 Review.
-
Creation of Novel Toxic Gas Surrogates and the Development of Safe and Facile Catalytic Reactions.Chem Pharm Bull (Tokyo). 2018;66(1):1-19. doi: 10.1248/cpb.c17-00795. Chem Pharm Bull (Tokyo). 2018. PMID: 29311504 Review.
Cited by
-
KOtBu-catalysed α-homoallylic alkylation of acyclic amides with 1-aryl-1,3-dienes.Mol Divers. 2023 Jun;27(3):1481-1487. doi: 10.1007/s11030-022-10503-8. Epub 2022 Aug 24. Mol Divers. 2023. PMID: 36001226
-
Alkali-Metal Mediation: Diversity of Applications in Main-Group Organometallic Chemistry.Angew Chem Int Ed Engl. 2021 Apr 19;60(17):9247-9262. doi: 10.1002/anie.202010963. Epub 2020 Dec 3. Angew Chem Int Ed Engl. 2021. PMID: 33017511 Free PMC article. Review.
-
A Journey from June 2018 to October 2021 with N,N-Dimethylformamide and N,N-Dimethylacetamide as Reactants.Molecules. 2021 Oct 21;26(21):6374. doi: 10.3390/molecules26216374. Molecules. 2021. PMID: 34770783 Free PMC article. Review.
-
Proton transfer anionic polymerization with C-H bond as the dormant species.Nat Chem. 2024 Oct;16(10):1630-1637. doi: 10.1038/s41557-024-01572-3. Epub 2024 Jul 4. Nat Chem. 2024. PMID: 38965437
Publication types
LinkOut - more resources
Full Text Sources
Other Literature Sources