Direct synthesis of 2-substituted benzimidazoles via dehydrogenative coupling of aromatic-diamine and primary alcohol catalyzed by a Co complex

2020 ◽  
Vol 44 (34) ◽  
pp. 14490-14495
Author(s):  
Minghui Zuo ◽  
Weihao Guo ◽  
Yucheng Pang ◽  
Rui Guo ◽  
Chuanfu Hou ◽  
...  
Keyword(s):  
Direct Synthesis ◽  
Primary Alcohol ◽  
Aromatic Diamine ◽  
Reaction Conditions ◽  
Dehydrogenative Coupling

A Co(ii) complex was synthesized and used as catalyst to synthesize a series of 2-substituted benzimidazoles with o-phenylenediamines and primary alcohol as the substrates under mild reaction conditions.

Direct synthesis of quinazolinones by acceptorless dehydrogenative coupling of o-aminobenzamide and alcohols by heterogeneous Pt catalysts

2014 ◽  
Vol 4 (6) ◽  
pp. 1716-1719 ◽  
Author(s):  
S. M. A. Hakim Siddiki ◽  
Kenichi Kon ◽  
Abeda Sultana Touchy ◽  
Ken-ichi Shimizu
Keyword(s):  
Direct Synthesis ◽  
Pt Catalysts ◽  
Metal Nanoclusters ◽  
Dehydrogenative Coupling

HBEA supported Pt metal nanoclusters effectively catalyze direct dehydrogenative synthesis of quinazolinones from o-aminobenzamide and alcohols under promoter-free conditions.

Direct Oxidation of Primary Alcohols to Carboxylic Acids

Synthesis ◽  
2020 ◽  
Author(s):  
Travis J. Williams ◽  
Valeriy Cherepakhin
Keyword(s):  
Carboxylic Acids ◽  
Direct Synthesis ◽  
Primary Alcohol ◽  
Alcohol Oxidation ◽  
Atom Economy ◽  
Primary Alcohols ◽  
Direct Oxidation ◽  
Metal Compounds ◽  
New Methods ◽  
Active Research

AbstractOxidation of primary alcohols to carboxylic acids is a fundamental transformation in organic chemistry, yet despite its simplicity, extensive use, and relationship to pH, it remains a subject of active research for synthetic organic chemists. Since 2013, a great number of new methods have emerged that utilize transition-metal compounds as catalysts for acceptorless dehydrogenation of alcohols to carboxylates. The interest in this reaction is explained by its atom economy, which is in accord with the principles of sustainability and green chemistry. Therefore, the methods for the direct synthesis of carboxylic acids from alcohols is ripe for a modern survey, which we provide in this review.1 Introduction2 Thermodynamics of Primary Alcohol Oxidation3 Oxometalate Oxidation4 Transfer Dehydrogenation5 Acceptorless Dehydrogenation6 Electrochemical Methods7 Outlook

scholarly journals Conversion of CO2 into Chloropropene Carbonate Catalyzed by Iron (II) Phthalocyanine Hypercrosslinked Porous Organic Polymer

Molecules ◽  
2020 ◽  
Vol 25 (20) ◽  
pp. 4598
Author(s):  
Eva M. Maya ◽  
Antonio Valverde-González ◽  
Marta Iglesias
Keyword(s):  
Heterogeneous Catalyst ◽  
Direct Synthesis ◽  
Cyclic Carbonate ◽  
Organic Polymer ◽  
Iron Loading ◽  
Reaction Conditions ◽  
Porous Organic Polymer ◽  
Commercial Iron ◽  
Excellent Stability ◽  
Efficient Heterogeneous Catalyst

Commercial iron (II) phthalocyanine (FePc) was knitted with biphenyl using a Friedel–Crafts reaction to yield a micro-meso porous organic polymer (FePc-POP) with a specific surface area of 427 m2/g and 5.42% of iron loading. This strategy allowed for the direct synthesis of a heterogeneous catalyst from an iron containing monomer. The catalytic system, formed by the knitted polymer containing FePc and DMAP (4-dimethylamino pyridine) as base, results in an efficient heterogeneous catalyst in the cycloaddition of CO2 to epichlorohydrin to selectively obtain the corresponding cyclic carbonate. Thus, a TON (mmol substrate converted/mmol catalysts used) value of 2700 was reached in 3 h under mild reaction conditions (solvent free, 90 °C, 3 bar of CO2). The catalyst does not exhibit leaching during the reactions, which was attributed to the excellent stability of the metal in the macrocycle.

scholarly journals Nitrosonium ion catalysis: aerobic, metal-free cross-dehydrogenative carbon–heteroatom bond formation

2018 ◽  
Vol 54 (92) ◽  
pp. 13022-13025 ◽  
Author(s):  
Luis Bering ◽  
Laura D’Ottavio ◽  
Giedre Sirvinskaite ◽  
Andrey P. Antonchick
Keyword(s):  
Bond Formation ◽  
Environmentally Benign ◽  
Reaction Conditions ◽  
Metal Free ◽  
Dehydrogenative Coupling ◽  
Nitrosonium Ion

Catalytic cross-dehydrogenative coupling of heteroarenes with thiophenols and phenothiazines has been developed under mild and environmentally benign reaction conditions.

Direct Synthesis of Amides by Dehydrogenative Coupling of Amines with either Alcohols or Esters: Manganese Pincer Complex as Catalyst

2017 ◽  
Vol 56 (47) ◽  
pp. 14992-14996 ◽  
Author(s):  
Amit Kumar ◽  
Noel Angel Espinosa-Jalapa ◽  
Gregory Leitus ◽  
Yael Diskin-Posner ◽  
Liat Avram ◽  
...  
Keyword(s):  
Direct Synthesis ◽  
Dehydrogenative Coupling ◽  
Pincer Complex

Recent progress in the direct synthesis of γ-valerolactone from biomass-derived sugars catalyzed by RANEY® Ni–Sn alloy supported on aluminium hydroxide

2020 ◽  
Vol 10 (22) ◽  
pp. 7768-7778
Author(s):  
Rodiansono ◽  
Maria Dewi Astuti ◽  
Kamilia Mustikasari ◽  
Sadang Husain ◽  
Sutomo
Keyword(s):  
Aluminum Hydroxide ◽  
Aluminium Hydroxide ◽  
Recent Progress ◽  
Direct Synthesis ◽  
Reaction Conditions

Direct synthesis of γ-valerolactone from sugars using RANEY® nickel–tin alloy supported on aluminum hydroxide catalysts under mild reaction conditions produced an outstanding yield up to 74.9%.

Facile and direct synthesis of symmetrical acid anhydrides using a newly prepared powerful and efficient mixed reagent

2015 ◽  
Vol 69 (3) ◽  
Author(s):  
Hamed Rouhi-Saadabad ◽  
Batool Akhlaghinia
Keyword(s):  
Carboxylic Acids ◽  
Room Temperature ◽  
Low Cost ◽  
Direct Synthesis ◽  
Reaction Conditions ◽  
Experimental Procedure ◽  
Short Reaction Time ◽  
Acid Anhydrides ◽  
Work Up ◽  
Trichloroisocyanuric Acid

AbstractAn efficient mixed reagent for direct synthesis of symmetrical carboxylic anhydrides from carboxylic acids has been prepared. Carboxylic acids are converted to anhydrides using triphenylphosphine/ trichloroisocyanuric acid under mild reaction conditions at room temperature. Short reaction time, excellent yields of products, low cost, availability of reagents, simple experimental procedure, and easy work-up of the products are the main advantages of the presented method.

Direct synthesis of unprotected α-amino acids via allylation of hydroxyglycine

2005 ◽  
Vol 83 (6-7) ◽  
pp. 937-942 ◽  
Author(s):  
Masaharu Sugiura ◽  
Chieko Mori ◽  
Keiichi Hirano ◽  
Shū Kobayashi
Keyword(s):  
Amino Acids ◽  
Direct Synthesis ◽  
Glyoxylic Acid ◽  
Cope Rearrangement ◽  
Reaction Conditions ◽  
Stereoselective Reactions ◽  
High Stereoselectivity

Hydroxyglycine, the ammonia adduct of glyoxylic acid, was found to react with various allylboronates in the presence of triethylamine in methanol to give unprotected α-amino acids directly with high stereoselectivity. For instance, the reactions with (E)- and (Z)-crotylboronates afforded the corresponding anti- and syn-crotylated products (isoleucine and alloisoleucine after hydrogenation) with high diastereoselectivity, respectively. Interestingly, it was found that isomerization of the products (γ-adducts to α-adducts) occurred under the reaction conditions in some cases. Control experiments have suggested that the isomerization took place via 2-aza (or azonia) Cope rearrangement of imines derived from γ-adducts and glyoxylic acid.Key words: hydroxyglycine, glyoxylic acid, allylboronates, α-amino acids, allylglycines, isoleucine, alloisoleucine, stereoselective reactions, isomerization, 2-aza (azonia) Cope rearrangement.

scholarly journals Straightforward Strategies for the Preparation of NH-Sulfox­imines: A Serendipitous Story

Synlett ◽  
2017 ◽  
Vol 28 (19) ◽  
pp. 2525-2538 ◽  
Author(s):  
James Bull ◽  
Renzo Luisi ◽  
Leonardo Degennaro
Keyword(s):  
Transition Metal ◽  
Physicochemical Properties ◽  
Direct Synthesis ◽  
Transition Metal Catalysts ◽  
Hypervalent Iodine ◽  
Reaction Conditions ◽  
One Pot ◽  
Metal Free ◽  
Recent Developments ◽  
New Procedures

Sulfoximines are emerging as valuable new isosteres for use in medicinal chemistry, with the potential to modulate physicochemical properties. Recent developments in synthetic strategies have made the unprotected ‘free’ NH-sulfoximine group more readily available, facilitating further study. This account reviews approaches to NH-sulfoximines, with a focus on our contribution to the field. Starting from the development of catalytic strategies involving transition metals, more sustainable metal-free processes have been discovered. In particular, the use of hypervalent iodine reagents to mediate NH-transfer to sulfoxides is described, along with an assessment of the substrate scope. Furthermore, a one-pot strategy to convert sulfides directly into NH-sulfoximines is discussed, with N- and O-transfer occurring under the reaction conditions. Mechanistic evidence for the new procedures is included as well as relevant synthetic applications that further exemplify the potential of these approaches.1 Introduction2 Strategies to Form NH-Sulfoximines Involving Transition-Metal Catalysts3 Metal-Free Strategies to Prepare NH-Sulfoximines4 Mechanistic Evidence for the Direct Synthesis of NH-Sulfoximines from Sulfoxides and Sulfides5 Further Applications6 Conclusion

scholarly journals Superparamagnetic nanoparticles as a recyclable catalyst: a new access to phenol esters via cross dehydrogenative coupling reactions

RSC Advances ◽  
2017 ◽  
Vol 7 (88) ◽  
pp. 55756-55766 ◽  
Author(s):  
Chung K. Nguyen ◽  
Hoang H. Vu ◽  
Ha V. Dang ◽  
Ngon N. Nguyen ◽  
Nhan T. H. Le ◽  
...  
Keyword(s):  
Heterogeneous Catalyst ◽  
Direct Synthesis ◽  
Recyclable Catalyst ◽  
Superparamagnetic Nanoparticles ◽  
Coupling Reactions ◽  
Chemical Structures ◽  
Dehydrogenative Coupling ◽  
Recyclable Heterogeneous Catalyst

CuFe2O4 superparamagnetic nanoparticles were utilized as a recyclable heterogeneous catalyst for the direct synthesis of chemical structures containing both phenol ester and benzothiazole moieties via cross dehydrogenative coupling reactions.

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