Rh(III)-catalyzed annulated coupling of sulfoxonium ylides and iodonium ylides: a rapid access to isocoumarins

2022 ◽  
Author(s):  
Chuanliu Yin ◽  
Lianghao Li ◽  
Chuanming Yu
Keyword(s):  
Functional Group ◽  
Direct Synthesis ◽  
Rapid Access ◽  
Iodonium Ylides

Direct synthesis of isocoumarin skeletons has been realized through Rh(III)-Catalyzed [3 + 3] annulation of sulfoxonium ylides and iodonium carbenes. The synthetic protocol constructed efficiently with the broad functional group...

Direct synthesis of indazole derivatives via Rh(iii)-catalyzed C–H activation of phthalazinones and allenes

2021 ◽  
Vol 19 (35) ◽  
pp. 7701-7705
Author(s):  
Chuanliu Yin ◽  
Tianshuo Zhong ◽  
Xiangyun Zheng ◽  
Lianghao Li ◽  
Jian Zhou ◽  
...  
Keyword(s):  
Catalytic System ◽  
Functional Group ◽  
Direct Synthesis ◽  
Atom Economy

An Rh(iii)-catalyzed annulation of phthalazinones and various allenes was developed, leading to the formation of indazole derivatives. This catalytic system exhibits excellent functional group tolerance and atom economy.

scholarly journals Gold(I)-catalyzed synthesis of γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with alcohols

2011 ◽  
Vol 7 ◽  
pp. 1198-1204 ◽  
Author(s):  
Michel Chiarucci ◽  
Mirko Locritani ◽  
Gianpiero Cera ◽  
Marco Bandini
Keyword(s):  
Catalytic System ◽  
Functional Group ◽  
Direct Synthesis ◽  
Catalytic Process ◽  
Primary Alcohols

Gold(I)-N-heterocyclic carbene (NHC) complexes proved to be a reliable catalytic system for the direct synthesis of functionalized γ-vinylbutyrolactones by intramolecular oxaallylic alkylation with primary alcohols. Good isolated chemical yields were obtained for a range of malonyl and acetate derivatives. The good performance in reagent-grade solvents and the functional group/moisture tolerance make this catalytic process a promising route for the synthesis of architecturally complex polycyclic structures.

scholarly journals Direct Synthesis and Applications of Solid Silylzinc Reagents

2021 ◽  
Author(s):  
Ramesh Rasappan ◽  
Revathi Chandrasekaran ◽  
Feba Thomas Pulikkottil ◽  
Krishna Suresh
Keyword(s):  
Detrimental Effect ◽  
Functional Group ◽  
Direct Synthesis ◽  
Cross Coupling ◽  
Synthetic Methods ◽  
Synthetic Method ◽  
General Applicability ◽  
Alkyl Aryl ◽  
Synthetic Utility ◽  
First Time

The increased synthetic utility of organosilanes motivates researchers to develop a milder and more practical synthetic methods. Silylzinc reagents, which are typically the most functional group tolerant, are notoriously difficult to synthesize because they are obtained by a pyrophoric reaction of silyllithium, particularly Me3 SiLi itself prepared by the reaction of MeLi and disilane. Furthermore, the dissolved LiCl in silylzinc may have a detrimental effect. A synthetic method that can avoid silyllithium and involves a direct synthesis of silylzinc reagents from silyl halides is arguably the simplest and economical strategy. We describe for the first time, the direct synthesis of PhMe2 SiZnI and Me3 SiZnI reagents by employing a coordinating TMEDA ligand, as well as single crystal XRD structures. Importantly, they can be obtained as solid and stored for longer periods of time. We demonstrate their significance in cross-coupling of various free alkyl/aryl/alkenyl carboxylic acids with broader functional group tolerance and API derivatives. The general applicability and efficiency of solid Me3 SiZnI are shown in a wide variety of reactions including alkylation, arylation, allylation, 1,4-addition, acylation and more.

scholarly journals Cu(i) catalysis for selective condensation/bicycloaromatization of two different arylalkynes: direct and general construction of functionalized C–N axial biaryl compounds

2022 ◽  
Author(s):  
Qian Shang ◽  
Haifang Tang ◽  
Yongping Liu ◽  
MingMing Yin ◽  
Lebin Su ◽  
...  
Keyword(s):  
Functional Group ◽  
Direct Synthesis ◽  
General Construction ◽  
Ligand Free ◽  
High Yields ◽  
Excellent Selectivity ◽  
Biaryl Compounds

Selective condensation/bicycloaromatization of two different arylalkynes is firstly developed under ligand-free copper(i)-catalysis, which allows the direct synthesis of C–N axial biaryl compounds in high yields with excellent selectivity and functional group tolerance.

scholarly journals Copper-catalyzed oxidative benzylic C(sp3)–H amination: direct synthesis of benzylic carbamates

2020 ◽  
Vol 56 (85) ◽  
pp. 13013-13016
Author(s):  
Shuai Liu ◽  
Raphaël Achou ◽  
Coline Boulanger ◽  
Govind Pawar ◽  
Nivesh Kumar ◽  
...  
Keyword(s):  
Functional Group ◽  
Direct Synthesis ◽  
Diimine Ligand

A Cu(i)–diimine ligand combined with a N–F source allows the C–H abstraction and incorporation of a carbamate functional group in the hydrocarbons at the benzylic position.

Additive- and Oxidant-Free Expedient Synthesis of Benzimidazoles Catalyzed by Cobalt Nanocomposites on N-Doped Carbon

Synlett ◽  
2019 ◽  
Vol 30 (03) ◽  
pp. 319-324 ◽  
Author(s):  
Zhaozhan Wang ◽  
Tao Song ◽  
Yong Yang
Keyword(s):  
Functional Group ◽  
Direct Synthesis ◽  
Biologically Active ◽  
One Pot ◽  
Mild Conditions ◽  
Wide Range ◽  
High Yields

A one-pot direct synthesis of a wide range of biologically active benzimidazoles through coupling of phenylenediamines and aldehydes catalyzed by a highly recyclable nonnoble cobalt nanocomposite was developed. A broad set of benzimidazoles can be efficiently synthesized in high yields and with good functional-group tolerance under additive- and oxidant-free mild conditions. The catalyst can be easily recycled for successive uses, and the process permits gram-scale syntheses of benzimidazoles.

A cascade strategy towards the direct synthesis of green polyesters with versatile functional groups

2021 ◽  
Author(s):  
Xueting Wan ◽  
Jian Jiang ◽  
Yanyan Tu ◽  
Siyuan Xu ◽  
Jing Li ◽  
...  
Keyword(s):  
Functional Groups ◽  
Functional Group ◽  
Direct Synthesis ◽  
Facile Synthesis ◽  
Biodegradable Polyesters ◽  
Group Content

The cascade coupling of ROP and CP enables the facile synthesis of high functional group content biodegradable polyesters.

Ligand- and catalyst-free intramolecular C-S bond formation: direct access to indalothiochromen- 4-ones

2015 ◽  
Vol 21 (3) ◽  
pp. 159-163 ◽  
Author(s):  
T.A. Jenifer Vijay ◽  
Nagarakere C. Sandhya ◽  
C.S. Pavankumar ◽  
Kanchugarakoppal S. Rangappa ◽  
Kempegowda Mantelingu
Keyword(s):  
Functional Group ◽  
Direct Synthesis ◽  
Bond Formation ◽  
Direct Access ◽  
Mild Conditions ◽  
Catalyst Free

AbstractAn efficient ligand- and catalyst-free intramolecular S-arylation leading to the direct synthesis of indalothiochromen-4-ones from simple dithioesters under mild conditions has been developed. This method is particularly noteworthy given its experimental simplicity, high generality, and good functional group toleration.

α-d-Galacturonic Acid as Natural Ligand for Selective Copper-Catalyzed N-Arylation of N-Containing Heterocycles

Synlett ◽  
2019 ◽  
Vol 30 (19) ◽  
pp. 2173-2180
Author(s):  
Chunling Yuan ◽  
Yingdai Zhao ◽  
Li Zheng
Keyword(s):  
Galacturonic Acid ◽  
Functional Group ◽  
Aryl Halides ◽  
Donor Ligand ◽  
Arylboronic Acids ◽  
Rapid Access ◽  
Natural Ligand ◽  
Acid Hydrate

The first application of α-d-galacturonic acid hydrate (GalA) is reported here, as a potential O-donor ligand. The C–N couplings of N-heterocycles with aryl halides or arylboronic acids could be readily conducted and exhibited good functional group tolerance with characters of selectivity. These N-arylazoles allow rapid access to several pharmaceutical intermediates and can be easily transformed into a variety of other interesting scaffolds as well.

scholarly journals (4+3)-cycloaddition chemists of oxidopyridinium ions and related study

2019 ◽  
Author(s):  
◽  
Chencheng Fu
Keyword(s):  
Uv Radiation ◽  
Photochemical Reaction ◽  
Functional Group ◽  
Cycloaddition Reaction ◽  
Product Yield ◽  
Membered Ring ◽  
Starting Material ◽  
Unsaturated Ester ◽  
Rapid Access ◽  
Cyclobutane Ring

The (4+3)-cycloaddition reaction is a cycloaddition between a 4-atom species and a 3-atom species to form a seven-membered ring. This reaction results in the formation of seven-membered rings. Our research expanded the scope of (4+3)-cycloaddition reaction by using the oxidopyridinium species as the dienophile -- the 3-atom species. By adding an electron-withdrawing functional group to the starting material, we were be able to get good to excellent product yield. The process provides rapid access to bicyclic nitrogenous structures resembling natural alkaloids. [2+2]-Photocycloaddition is a cycloaddition between two olefins to form a cyclobutane ring. The intramolecular [2+2]-cycloaddition of nitrogen-substituted alkenes can be employed to make complicated alkaloids. Our previous work made the 7-azabicyclo[4.3.1]deca-3,8-diene skeleton, which is a nice substrate for the cycloaddition. Under UV radiation, the heteroatom-substituted unsaturated ester undergoes intramolecular [2+2]-cycloaddition with the cyclic alkene to make a cage-like ketone in good to excellent yield, giving rise to a rigid tropane-like alkaloid skeleton. The scope and mechanism of the photochemical reaction will be discussed.

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