scholarly journals Ligand-Free (Z)-Selective Transfer Semihydrogenation of Alkynes Catalyzed by in situ Generated Oxidizable Copper Nanoparticles

2021 ◽  
Author(s):  
Rafał Kusy ◽  
Karol Grela
Keyword(s):  
Suzuki Reaction ◽  
Ammonia Borane ◽  
Water Soluble ◽  
Selective Transfer ◽  
One Pot ◽  
Ammonia Complex ◽  
Ligand Free ◽  
Simple Phase ◽  
Operational Simplicity

Herein, we present (<i>Z</i>)-selective transfer semihydrogenation of alkynes based on in situ generated CuNPs in the presence of hydrogen donors, such as ammonia-borane and a protic solvent. This environmentally-friendly method is characterized by operational simplicity combined with high stereo- and chemoselectivity and functional group compatibility. Auto-oxidation of CuNPs after the semihydrogenation reaction is completed results in the formation of water-soluble ammonia complex, so that the catalyst may be reused several times by simple phase-separation with no need of any special regeneration process. Formed NH<sub>4</sub>B(OR)<sub>4</sub> can be easily transformed back to ammonia-borane or to boric acid. In addition, one-pot tandem sequence involving Suzuki reaction followed by semihydrogenation was presented.<br>

scholarly journals Ligand-Free (Z)-Selective Transfer Semihydrogenation of Alkynes Catalyzed by in situ Generated Oxidizable Copper Nanoparticles

2021 ◽  
Author(s):  
Rafał Kusy ◽  
Karol Grela
Keyword(s):  
Suzuki Reaction ◽  
Ammonia Borane ◽  
Water Soluble ◽  
Selective Transfer ◽  
One Pot ◽  
Ammonia Complex ◽  
Ligand Free ◽  
Simple Phase ◽  
Operational Simplicity

Herein, we present (<i>Z</i>)-selective transfer semihydrogenation of alkynes based on in situ generated CuNPs in the presence of hydrogen donors, such as ammonia-borane and a protic solvent. This environmentally-friendly method is characterized by operational simplicity combined with high stereo- and chemoselectivity and functional group compatibility. Auto-oxidation of CuNPs after the semihydrogenation reaction is completed results in the formation of water-soluble ammonia complex, so that the catalyst may be reused several times by simple phase-separation with no need of any special regeneration process. Formed NH<sub>4</sub>B(OR)<sub>4</sub> can be easily transformed back to ammonia-borane or to boric acid. In addition, one-pot tandem sequence involving Suzuki reaction followed by semihydrogenation was presented.<br>

Ligand-Free (Z)-Selective Transfer Semihydrogenation of Alkynes Catalyzed by in situ Generated Oxidizable Copper Nanoparticles

2021 ◽  
Author(s):  
Karol Grela ◽  
Rafał Kusy
Keyword(s):  
Copper Nanoparticles ◽  
Environmentally Friendly ◽  
Ammonia Borane ◽  
Protic Solvent ◽  
Selective Transfer ◽  
Ligand Free ◽  
Hydrogen Donors

Herein, we present (Z)-selective transfer semihydrogenation of alkynes based on in situ generated CuNPs in the presence of hydrogen donors, such as ammonia-borane and a green protic solvent. This environmentally-friendly...

ChemInform Abstract: A One-Pot in situ Combined Shapiro-Suzuki Reaction.

ChemInform ◽  
2010 ◽  
Vol 27 (19) ◽  
pp. no-no
Author(s):  
M. S. PASSAFARO ◽  
B. A. KEAY
Keyword(s):  
Suzuki Reaction ◽  
One Pot

scholarly journals Asymmetric one-pot synthesis of cyclopropanes

2016 ◽  
Vol 35 (1) ◽  
pp. 45
Author(s):  
Naoufel Ben Hamadi ◽  
Ahlem Guesmi ◽  
Wided Nouira
Keyword(s):  
Escherichia Coli ◽  
Water Soluble ◽  
Gram Negative Bacteria ◽  
Protecting Group ◽  
Gram Positive ◽  
One Pot ◽  
Gram Negative ◽  
Activity Screening ◽  
High Yields

Cycloaddition of the diazoalkanes to electron-deficient olefins (in situ) affords polysubstituted cyclopropanes in high yields (up to 85%). Deprotection of the ketal protecting group provided water-soluble cyclopropane-bearing carbohydrate in good yields. Antimicrobial activity screening of the synthesized compounds 8 and 9, utilizing a variety of Gram-positive (Staphylococcus aureus and Enterococcus fecalis), Gram-negative bacteria (Escherichia coli and Klebsiella pneumoniae) and yeast (Candida albicans), exhibited that all the prepared analogues acquire promising activities against both Gram-positive and Gram-negative bacteria especially compounds 9b and 9c (antimicrobial active agents against Gram-negative bacteria).

Straightforward and Expeditious One-Pot Tandem Synthesis of 3,5-Diaryl-1,2,4-Selenadiazoles from Aryl Nitriles

Synthesis ◽  
2019 ◽  
Vol 51 (22) ◽  
pp. 4279-4283
Author(s):  
Sahar Majnooni ◽  
Zainab Almansaf ◽  
Miu Tsuji ◽  
Ahmad R. Khosropour ◽  
Hassan Zali-Boeini ◽  
...  
Keyword(s):  
Efficient Synthesis ◽  
Oxidative Dimerization ◽  
Reaction Conditions ◽  
One Pot ◽  
Aryl Nitriles ◽  
Dimerization Reaction ◽  
Tandem Synthesis ◽  
Operational Simplicity

A one-pot process for the efficient synthesis of 3,5-diaryl-1,2,4-selenadiazoles from aryl nitriles has been developed. This tandem transformation was performed in excellent yields (91–98%) via in situ selenoamidation and a subsequent oxidative dimerization reaction. This method features relatively mild reaction conditions, operational simplicity, straightforward separation of the products, and the utilization of inexpensive reagents.

Efficient Synthesis of Diverse 5-Thio- or 5-Selenotriazoles: One-Pot Multicomponent Reaction from Elemental Sulfur or Selenium

Synthesis ◽  
2019 ◽  
Vol 51 (22) ◽  
pp. 4170-4182 ◽  
Author(s):  
Lin-Lin Zhang ◽  
Ya-Ting Li ◽  
Ting Gao ◽  
Sha-Sha Guo ◽  
Bei Yang ◽  
...  
Keyword(s):  
Elemental Sulfur ◽  
Functional Group ◽  
High Efficiency ◽  
Efficient Synthesis ◽  
One Pot ◽  
Mild Conditions ◽  
Ligand Free ◽  
Multistep Reaction ◽  
Easy Operation

A sequential multistep reaction toward 5-thio- or 5-selenotriazoles has been established by generation of both copper(I) triazolides and sulfenylating or selenylating agents in situ, starting from elemental sulfur or selenium. This reaction features mild conditions, readily available and broad-scope substrates, good functional group compatibility, high efficiency and regioselectivity, easy operation, and ligand-free CuI.

One pot, microwave-assisted copper(I)-catalyzed dithiocarbamation: A facile introduction of dithiocarbamate on imidazopyridines

2021 ◽  
Author(s):  
Kritika Laxmikeshav ◽  
Akash P Sakla ◽  
Stephy Elza John ◽  
Shankaraiah Nagula
Keyword(s):  
Molecular Oxygen ◽  
Water Soluble ◽  
One Pot ◽  
Microwave Assisted

A facile and proficient dithiocarbamation of imidazo[1,2-a]pyridines and other imidazoheterocycles with in situ generated dithiocarbamates is established using a water-soluble, stable copper(I) catalyst and molecular oxygen under microwave conditions. The...

A one pot in situ combined Shapiro-Suzuki reaction

1996 ◽  
Vol 37 (4) ◽  
pp. 429-432 ◽  
Author(s):  
Marco S Passafaro ◽  
Brian A Keay
Keyword(s):  
Suzuki Reaction ◽  
One Pot

1996 Merck Frosst Award Lecture Synthetic adventures along a Rocky Mountain road

1997 ◽  
Vol 75 (9) ◽  
pp. 1163-1171 ◽  
Author(s):  
Brian A. Keay ◽  
Shawn P. Maddaford ◽  
Walter A. Cristofoli ◽  
Neil G. Andersen ◽  
Marco S. Passafaro ◽  
...  
Keyword(s):  
Suzuki Reaction ◽  
Rocky Mountain ◽  
Alder Reaction ◽  
Diels Alder ◽  
One Pot ◽  
Diels Alder Reaction ◽  
Aldehydes And Ketones ◽  
Palladium Catalyzed ◽  
Therapeutic Research

This paper describes the chemistry presented during the Merck Frosst Centre for Therapeutic Research Lecture Award given at the 79th Chemistry in Canada Conference held in St. John's, Newfoundland in June 1996. The first section describes the synthesis of (+)-xestoquinone using an asymmetric palladium-catalyzed polyene cyclization as the key step that creates the C and D rings and the stereogenic centre (68% ee) in one step. Extensions of the work involving an in situ Suzuki reaction are presented. The synthesis of C2-symmetric biaryls and the synthesis of a recently isolated binaphthyl natural product is described using this new method. A new one-pot desilylation–oxidation procedure of silyl ethers is described in detail for the preparation of aldehydes and ketones directly without the need for the isolation of the alcohol intermediate. Finally, a highly diastereoselective (>97%) Diels–Alder reaction is presented using (+)-cis,cis-spiro[4.4]nonane-1,6-diol as a new chiral auxiliary. One of the alcohols is attached to a pivalate, the other to an acrylate, and the Diels–Alder reaction with cyclopentadiene provides only one adduct (by 1H NMR and HPLC) with the endo stereochemistry. Keywords: (+)-xestoquinone, asymmetric palladium-catalyzed polyene cyclization, in situ Suzuki reaction, desilylation–oxidation reaction, spirodiols, chiral auxiliaries.

2-Phenyl-2,3-dihydrobenzo[d]thiazole: A Mild, Efficient, and Highly Active in situ Generated Chemoselective Reducing Agent for the One-Pot Synthesis of 5-Monoalkylbarbiturates in Water

Synlett ◽  
2017 ◽  
Vol 29 (04) ◽  
pp. 477-482 ◽  
Author(s):  
Dibakar Deka ◽  
Subarna Kalita
Keyword(s):  
Reducing Agent ◽  
High Yield ◽  
Purification Process ◽  
Reaction Conditions ◽  
One Pot ◽  
One Pot Synthesis ◽  
Highly Active ◽  
The One ◽  
Operational Simplicity

A metal- and catalyst-free reductive alkylation protocol for the one-pot synthesis of 5-monoalkylbarbiturates from barbituric acids and aldehydes using the in situ generated chemoselective reducing agent 2-phenyl-2,3-dihydrobenzo[d]thiazole from 2-aminothiophenol and benzaldehyde is described. The notable advantages of the protocol are operational simplicity, mild reaction conditions, high yield, short reaction time, and simple workup and purification process which make it highly attractive.

Sign in / Sign up

Export Citation Format

Share Document