scholarly journals Nickel-Catalyzed Decarbonylative Stannylation of Acyl Fluorides under Ligand-Free Conditions

Molecules ◽  
2019 ◽  
Vol 24 (9) ◽  
pp. 1671 ◽  
Author(s):  
Xiu Wang ◽  
Zhenhua Wang ◽  
Li Liu ◽  
Yuya Asanuma ◽  
Yasushi Nishihara
Keyword(s):  
Functional Group ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Nickel Catalysis ◽  
Stille Reaction ◽  
One Pot ◽  
Cesium Fluoride ◽  
Ligand Free ◽  
Synthetic Utility ◽  
Direct Formation

Nickel-catalyzed decarbonylative stannylation of acyl fluorides under ligand-free conditions was disclosed. A variety of aromatic acyl fluorides are capable of reacting with silylstannanes in the presence of cesium fluoride. A one-pot decarbonylative stannylation/Migita-Kosugi-Stille reaction of benzoyl fluoride, giving rise to the direct formation of the corresponding cross-coupled products, further demonstrated the synthetic utility of the present method. This newly developed methodology with a good functional-group compatibility via C–F bond cleavage and C–Sn bond formation under nickel catalysis opens a new area for the functionalization of acyl fluorides in terms of carbon-heteroatom bond formation.

One-pot synthesis of carbazoles via tandem C–C cross-coupling and reductive amination

2016 ◽  
Vol 14 (1) ◽  
pp. 122-130 ◽  
Author(s):  
Deuk-Young Goo ◽  
Sang Kook Woo
Keyword(s):  
Natural Products ◽  
Reductive Amination ◽  
Bond Formation ◽  
Cross Coupling ◽  
Synthetic Route ◽  
One Pot ◽  
Highly Efficient ◽  
One Pot Synthesis ◽  
Synthetic Utility

We have developed a highly efficient synthetic route to carbazoles that employs sequential C–C/C–N bond formation via Suzuki cross-coupling and Cadogan cyclization. The developed method is compatible with electron neutral, rich or deficient substrates. The synthetic utility of this method was demonstrated by the concise syntheses of four natural products.

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.

Cu-ZSM5 as reusable catalyst for the one-pot, odorless and ligand-free C-S bond formation

2016 ◽  
Vol 86 ◽  
pp. 108-112 ◽  
Author(s):  
Kamran Amiri ◽  
Amin Rostami ◽  
Saadi Samadi ◽  
Abed Rostami
Keyword(s):  
Bond Formation ◽  
Reusable Catalyst ◽  
One Pot ◽  
Ligand Free ◽  
The One

An ionic liquid catalyzed reusable protocol for one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-one under mild conditions

2015 ◽  
Vol 39 (12) ◽  
pp. 9693-9699 ◽  
Author(s):  
S. Nagarajan ◽  
Tanveer Mahamadali Shaikh ◽  
Elango Kandasamy
Keyword(s):  
Ionic Liquid ◽  
Catalytic Activity ◽  
Functional Group ◽  
One Pot ◽  
Mild Conditions ◽  
One Pot Synthesis ◽  
Synthetic Utility

This article describes an efficient protocol for the syntheses of 2,3-dihydroquinazolinones. The synthetic utility of this methodology has been demonstrated with 30 different substrates. The reaction showed good functional group tolerance and high levels of catalytic activity.

The Mukaiyama aldol reaction of in situ generated nitrosocarbonyl compounds: selective C–N bond formation and N–O bond cleavage in one-pot for α-amination of ketones

2015 ◽  
Vol 51 (73) ◽  
pp. 13976-13979 ◽  
Author(s):  
Isai Ramakrishna ◽  
Gowri Sankar Grandhi ◽  
Harekrishna Sahoo ◽  
Mahiuddin Baidya
Keyword(s):  
Bond Cleavage ◽  
Bond Formation ◽  
Aldol Reaction ◽  
One Pot ◽  
Mukaiyama Aldol Reaction ◽  
Mukaiyama Aldol

A practical protocol for the α-amination of ketones (up to 99% yield) has been developed via the Mukaiyama aldol reaction of in situ generated nitrosocarbonyl compounds.

Palladium-catalyzed oxidative CC bond cleavage with molecular oxygen: one-pot synthesis of quinazolinones from 2-amino benzamides and alkenes

2018 ◽  
Vol 5 (18) ◽  
pp. 2734-2738 ◽  
Author(s):  
Wei Liu ◽  
Ge Wu ◽  
Wenxia Gao ◽  
Jinchang Ding ◽  
Xiaobo Huang ◽  
...  
Keyword(s):  
Molecular Oxygen ◽  
Functional Group ◽  
Bond Cleavage ◽  
Oxidative Cleavage ◽  
One Pot ◽  
One Pot Synthesis ◽  
Terminal Alkenes ◽  
Palladium Catalyzed ◽  
Quinazolinone Derivatives

Palladium-catalyzed oxidative cleavage/cyclization has been disclosed for the concise synthesis of various quinazolinone derivatives from readily available 2-aminobenzamides and terminal alkenes with excellent functional group tolerance.

DMSO/I2 mediated C–C bond cleavage of α-ketoaldehydes followed by C–O bond formation: a metal-free approach for one-pot esterification

2015 ◽  
Vol 13 (29) ◽  
pp. 7973-7978 ◽  
Author(s):  
Vunnam Venkateswarlu ◽  
K. A. Aravinda Kumar ◽  
Sorav Gupta ◽  
Deepika Singh ◽  
Ram A. Vishwakarma ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Bond Cleavage ◽  
Bond Formation ◽  
One Pot ◽  
Metal Free

One-pot I2/DMSO mediated metal-free C–C bond cleavage of aryl-/heteroaryl- or aliphatic α-ketoaldehydes offering a carboxylic acid followed by esterification is presented.

Pyridine-mediated B-B Bond Activation of (RO)2B-B(OR)2 for Generating Borylpyridine Anions and Pyridine-stabilized Boryl Radicals as Useful Boryl Reagents in Organic Synthesis

Synthesis ◽  
2021 ◽  
Author(s):  
Luis Carlos Misal Castro ◽  
Ibrahim Sultan ◽  
Hayato Tsurugi ◽  
Kazushi Mashima
Keyword(s):  
Transition Metal ◽  
Organic Synthesis ◽  
Bond Activation ◽  
Bond Cleavage ◽  
Bond Formation ◽  
Pyridine Derivatives ◽  
Organic Transformations ◽  
Lewis Bases ◽  
Metal Free ◽  
Synthetic Utility

Significant developments have been achieved in recent years toward the utilization of (RO)2B-B(OR)2 for exploring transition metal-free organic transformations in organic synthesis. Among the various combinations of Lewis bases with diborons developed so far, pyridine-derivatives are simple, commercially available, and cheap compounds to expand the synthetic utility of diborons by generating borylpyridine anions and pyridine-stabilized boryl radicals via the B-B bond cleavage. These borylpyridine species mediate a series of transformations in both a catalytic and stoichiometric manner for C-X activation (X = Halogen, CO2H, NR2) and concomitant C-borylation, hydroboration, C-C bond formation, and reduction reactions.

Vanadium-Catalyzed Oxidative C(CO)–C(CO) Bond Cleavage for C–N Bond Formation: One-Pot Domino Transformation of 1,2-Diketones and Amidines into Imides and Amides

2017 ◽  
Vol 82 (14) ◽  
pp. 7332-7345 ◽  
Author(s):  
Chander Singh Digwal ◽  
Upasana Yadav ◽  
P. V. Sri Ramya ◽  
Sravani Sana ◽  
Baijayantimala Swain ◽  
...  
Keyword(s):  
Bond Cleavage ◽  
Bond Formation ◽  
One Pot

An efficient method for the preparation of tert-butyl esters from benzyl cyanide and tert-butyl hydroperoxide under the metal free condition

RSC Advances ◽  
2016 ◽  
Vol 6 (104) ◽  
pp. 102023-102027 ◽  
Author(s):  
Xiuling Chen ◽  
Yan Li ◽  
Minghu Wu ◽  
Haibing Guo ◽  
Longqiang Jiang ◽  
...  
Keyword(s):  
Efficient Method ◽  
Bond Cleavage ◽  
Bond Formation ◽  
One Pot ◽  
Free Condition ◽  
Butyl Hydroperoxide ◽  
Metal Free ◽  
Tert Butyl ◽  
Butyl Esters ◽  
Tert Butyl Hydroperoxide

A novel protocol to synthesize tert-butyl esters from benzyl cyanides and tert-butyl hydroperoxide has been successfully achieved. Csp3–H bond oxidation, C–CN bond cleavage and C–O bond formation proceeded smoothly in one pot under the metal-free condition.

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