<i>S</i>,<i>S</i>-Dimethyl Dithiocarbonate: A Useful Reagent for Efficient Conversion of Aldoximes to Nitriles

Khan, Taukeer A.; Peruncheralathan, Saravanan; Ila, H.; Junjappa, H.

doi:10.1055/s-2004-830878

Cited by 7 publications

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References 2 publications

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“…The nucleophilic displacement of halogen compounds, aryl sulfonates, alcohols, esters, ethers, nitro or amino compounds and diazonium salts with inorganic cyanide ions is the most common and well-known classical method for the nitrile synthesis. [11][12][13][14][15][16][17][18] In addition, dehydration of amides [19][20][21][22][23] and aldoximes, [24][25][26][27][28][29][30][31][32][33][34][35] conversion of alcohols, [36−41] aldehydes, carboxylic acids, [65][66][67][68][69][70] and amines [71][72][73][74][75][76][77][78][79] to nitriles using various reagents are the other alternative procedures. Because of the ready availability of aldehydes, direct conversion of aldehydes into nitriles with different compounds as nitrogen sources (without isolation of nitrogen-containing intermediates) have been utilized as an attractive method.…”

Section: Introductionmentioning

confidence: 99%

Expanded Perlite-Polyphosphoric Acid (EP-PPA) as a Low-Cost Heterogeneous Solid Acid Catalyst for Green and Metal-Free Synthesis of Nitriles from Aldehydes

Mahmoodi

Akhlaghinia

2023

Croat. Chem. Acta

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Expanded Perlite-Polyphosphoric Acid (EP-PPA) as a solid acid catalyst reported earlier by our group, has been found to be very effective for direct transformation of aldehydes into nitriles. The aforesaid catalyst exhibited excellent catalytic activity in high yielding preparation of a wide range of nitriles under solvent-free conditions. Furthermore, the method consistently has the advantages of environmental acceptability, short reaction times, excellent functional group compatibility and easy experimental and work-up procedures. Importantly, catalyst reusability up to six runs with little loss of catalytic activity made the present procedure better than the most previously reported protocols.

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Section: Introductionmentioning

confidence: 99%

Expanded Perlite-Polyphosphoric Acid (EP-PPA) as a Low-Cost Heterogeneous Solid Acid Catalyst for Green and Metal-Free Synthesis of Nitriles from Aldehydes

Mahmoodi

Akhlaghinia

2023

Croat. Chem. Acta

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Developments in Cp*Co^III‐Catalyzed C−H Bond Functionalizations

Ghorai¹,

Anbarasan²

2019

Asian J Org Chem

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Transition-metal-catalyzed CÀ H bond functionalization has emerged as a powerful tool in contemporary organic synthesis. In this aspect, precious metal-based high-valent catalysts have been extensively studied. In the past decade, earth-abundant high-valent Cp*Co(III)-catalysts have emerged as a promising alternative to the expensive transition metals, providing unique selectivity and reactivity. In this Minireview, we summarized important progresses in the area of Cp*Co (III)-catalyzed CÀ H bond functionalization until 2017.[a] Mr. . Alkylation of CÀ H bonds with activated alkene. Scheme 3. Alkylation of CÀ H bonds with activated alkene. Scheme 4. Alkylation of CÀ H bonds with maleimides.Scheme 5. Alkylation of CÀ H bonds of (hetero)arene with maleimide. Scheme 6. Alkylation of CÀ H bonds with unactivated alkenes. Scheme 7. Allylation of CÀ H bonds with allyl carbonates. . Allylation of CÀ H bonds with allyl acetate. Scheme 9. Allylation of CÀ H bonds of arenes with allyl carbonates. Scheme 10. Allylation of CÀ H bonds with allyl alcohol. Scheme 11. Cobalt catalyzed allylation using allyl alcohol. Scheme 12. Cobalt catalyzed allylation with activated allylating reagent. . Cobalt catalyzed selective addition of C2À H bond to C=N bond. Scheme 18. Cobalt catalyzed selective addition of CÀ H bond to isocyanate. Scheme 19. Cobalt(III)-catalyzed aryl and alkenyl CÀ H aminocarbonylation. Scheme 20. Cobalt catalyzed hydroarylation to ketenimines. Scheme 21. Cobalt catalyzed synthesis of pyrroloindolones. Scheme 22. Cobalt catalyzed alkenylation through hydroarylation to alkyne. Co(III)-catalyzed alkenylation. Scheme 24. Cobalt catalyzed alkenylation of heterocyclic moiety. Scheme 25. Cp*Co III -Catalyzed branch-selective hydroarylation of alkynes. Scheme 26. Cobalt catalyzed C(sp 3 )À H alkenylation. . Cobalt(III)-catalyzed amidation with dioxazolone. Scheme 40. Mechanism of cobalt catalyzed amidation with dioxazolone. Scheme 41. Cobalt(III)-catalyzed CÀ H bond amidation using dioxazolone.

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Direct oxidative conversion of benzylhalides, -amines, -alcohols, and arylaldehydes to nitriles with trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane activated by NH4Br

Azarifar

Najminejad

2014

J IRAN CHEM SOC

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S,S-Dimethyl Dithiocarbonate: A Useful Reagent for Efficient Conversion of Aldoximes to Nitriles

Abstract: Dimethyl dithiocarbonate (DMDTC) has been shown to be an efficient dehydrating agent for a range of oximes derived from aliphatic, aromatic and heteroaromatic aldehydes yielding the corresponding nitriles in high yields.

Cited by 7 publications

References 2 publications

Expanded Perlite-Polyphosphoric Acid (EP-PPA) as a Low-Cost Heterogeneous Solid Acid Catalyst for Green and Metal-Free Synthesis of Nitriles from Aldehydes

Expanded Perlite-Polyphosphoric Acid (EP-PPA) as a Low-Cost Heterogeneous Solid Acid Catalyst for Green and Metal-Free Synthesis of Nitriles from Aldehydes

Developments in Cp*Co^III‐Catalyzed C−H Bond Functionalizations

Direct oxidative conversion of benzylhalides, -amines, -alcohols, and arylaldehydes to nitriles with trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane activated by NH4Br

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S,S-Dimethyl Dithiocarbonate: A Useful Reagent for Efficient Conversion of Aldoximes to Nitriles

Abstract: Dimethyl dithiocarbonate (DMDTC) has been shown to be an efficient dehydrating agent for a range of oximes derived from aliphatic, aromatic and heteroaromatic aldehydes yielding the corresponding nitriles in high yields.

Cited by 7 publications

References 2 publications

Expanded Perlite-Polyphosphoric Acid (EP-PPA) as a Low-Cost Heterogeneous Solid Acid Catalyst for Green and Metal-Free Synthesis of Nitriles from Aldehydes

Expanded Perlite-Polyphosphoric Acid (EP-PPA) as a Low-Cost Heterogeneous Solid Acid Catalyst for Green and Metal-Free Synthesis of Nitriles from Aldehydes

Developments in Cp*CoIII‐Catalyzed C−H Bond Functionalizations

Direct oxidative conversion of benzylhalides, -amines, -alcohols, and arylaldehydes to nitriles with trans-3,5-dihydroperoxy-3,5-dimethyl-1,2-dioxolane activated by NH4Br

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Developments in Cp*Co^III‐Catalyzed C−H Bond Functionalizations