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Total 85 results found since Jan 2013.

Rhodium(III)-catalyzed intermolecular 3+3 annulation of benzoxazines with quinone compounds: access to spiro-heterocyclic scaffolds
Chem Commun (Camb). 2023 Sep 6. doi: 10.1039/d3cc03609j. Online ahead of print.ABSTRACTA rhodium(III)-catalyzed redox-neutral spiroannulation approach to access the spiro[benzo[b][1,4]oxazine-benzo[c]chromene skeleton is described in this contribution. A variety of spiro[5.5]-heterocyclic scaffolds were obtained in moderate to excellent yields under mild conditions. Key features of this protocol are good substrate scope, silver-free conditions, low catalyst loadings, easy handling under air and 100% atom economy. Furthermore, scale-up reactions and late-stage derivatizations highlight the potential synthetic utility of thi...
Source: Chemical Communications - September 6, 2023 Category: Chemistry Authors: Qing-Yi Wei Ze Zhou Meng-Lian Yao Ji-Kai Liu Bin Wu Jin-Ming Yang Source Type: research

Metal-free anomalous 5+1 cycloaddition reactions of donor-acceptor aziridines for the synthesis of 2 < em > H < /em > -1,4-oxazines
Chem Commun (Camb). 2023 Jun 20. doi: 10.1039/d3cc02193a. Online ahead of print.ABSTRACTA new type of metal-free [5+1] cycloaddition reaction of donor-acceptor aziridines with 2-(2-isocyanoethyl)indoles is reported herein. This method exhibits broad substrate scope and atom-economy. A series of 2H-1,4-oxazines containing an indole heterocycle skeleton were obtained in up to 92% yield under mild reaction conditions. Control experiments revealed that free indole N-H is crucial for the above transformations. The theoretical calculation studies provided guidance on the in-depth insight into the reaction mechanism and the hydro...
Source: Chemical Communications - June 20, 2023 Category: Chemistry Authors: Jianfeng Zheng Jingzhi Bi Lan Ma Lvli Chen Luhao Tang Dong Xiong Yin Tian Source Type: research

Ring expansion and fused cyclization catalysis to construct indoloquinazolinones with functionalization
In this study, a straightforward, moisture insensitive, and regioselective FeIII-CuII/p-TSA-CuI catalyzed reaction is achieved from readily available isatin and 2-alkynylaniline to furnish diverse 12-benzoyl/benzyl/alkyl indolo[1,2-c]quinazolin-6(5H)-ones. This catalytic method includes C-C cleavage, multi bond forming ring expansion, fused-ring construction, broad substrate scope, gram-scale producibility, and high atom economy.PMID:37283288 | DOI:10.1039/d3cc01429k
Source: Chemical Communications - June 7, 2023 Category: Chemistry Authors: Ramlal Baidya Prasenjit Das Pintu Pratihar Dilip K Maiti Source Type: research

B(C < sub > 6 < /sub > F < sub > 5 < /sub > ) < sub > 3 < /sub > -catalyzed regio- and stereoselective thiosulfonylation of terminal alkynes with thiosulfonates
Chem Commun (Camb). 2023 Jun 6. doi: 10.1039/d3cc02151c. Online ahead of print.ABSTRACTHerein, a metal-free main-group catalysis system for thiosulfonylation of terminal alkynes with thiosulfonates has been established by using commercially available B(C6F5)3 as a catalyst. The protocol provides a highly regio- and stereoselective route for the synthesis of diverse (E)-(β)-arylthiolvinyl sulfones under mild conditions with 100% atom-economy and exceptional functional group compatibility.PMID:37278354 | DOI:10.1039/d3cc02151c
Source: Chemical Communications - June 6, 2023 Category: Chemistry Authors: Wenjie Qin Qian Ni Wenjun Jiao Yuanhong Ma Source Type: research

Transition metal-catalysis in interrupted borrowing hydrogen strategy
Chem Commun (Camb). 2023 Jun 1. doi: 10.1039/d3cc01517c. Online ahead of print.ABSTRACTIn recent times, the transition metal-catalyzed borrowing hydrogen (BH) and interrupted borrowing hydrogen (IBH) strategies have attracted much attention and represent atom- and step-economic processes to access diverse building blocks via various C-C and C-heteroatom bond-forming reactions. The advantages of these approaches include (i) use of feedstock chemicals, (ii) high atom economy, (iii) no pre-activation of the substrates, and (iv) producing water as the only by-product. In this context, several synthetic strategies have been dev...
Source: Chemical Communications - June 1, 2023 Category: Chemistry Authors: Madhu Nallagangula Murugan Subaramanian Rohit Kumar Ekambaram Balaraman Source Type: research

Stereoselective synthesis of difunctionalized succinimides from aza-1,6-enynes by radical cascade reaction
Chem Commun (Camb). 2023 May 25. doi: 10.1039/d3cc01391j. Online ahead of print.ABSTRACTA transition-metal-free one-pot synthesis of di-functionalized succinimides by radical cascade seleno/thiosulfonation of aza-1,6-enynes in an atom economical manner has been developed. The developed method allows the synthesis of highly decorated succinimides under mild reaction conditions with excellent stereoselectivity. The proposed radical pathway for the reaction is well supported by the control experiments. The reaction's advantageous features are operational simplicity, atom economy, and functional group tolerance with broad subs...
Source: Chemical Communications - May 25, 2023 Category: Chemistry Authors: Shivam A Meena Poonam Sharma Akhilesh K Verma Source Type: research

Base-mediated ynone-isocyanide 3+2 cycloaddition: a general method to 2,3,4-tri-substituted 1- < em > H < /em > -pyrroles and bis-pyrroles
Chem Commun (Camb). 2023 May 25. doi: 10.1039/d3cc01586f. Online ahead of print.ABSTRACTA transition-metal-free and base-promoted one-pot synthesis of 2,3,4-trisubstituted 1-H-pyrroles has been developed. The reaction occurs through the [3+2] cycloaddition of differently functionalized ynones and isocyanides. The reaction's advantageous features are operational simplicity, atom economy, and functional group tolerance with broad substrate scope. In addition, 1,3-bis-pyrrole formation and gram-scale synthesis were also achieved. Furthermore, the synthetic utility of the products was also investigated via isocyanide insertion...
Source: Chemical Communications - May 25, 2023 Category: Chemistry Authors: Ankit Kumar Pawan K Mishra Akhilesh K Verma Source Type: research

Stereoselective synthesis of difunctionalized succinimides from aza-1,6-enynes by radical cascade reaction
Chem Commun (Camb). 2023 May 25. doi: 10.1039/d3cc01391j. Online ahead of print.ABSTRACTA transition-metal-free one-pot synthesis of di-functionalized succinimides by radical cascade seleno/thiosulfonation of aza-1,6-enynes in an atom economical manner has been developed. The developed method allows the synthesis of highly decorated succinimides under mild reaction conditions with excellent stereoselectivity. The proposed radical pathway for the reaction is well supported by the control experiments. The reaction's advantageous features are operational simplicity, atom economy, and functional group tolerance with broad subs...
Source: Chemical Communications - May 25, 2023 Category: Chemistry Authors: Shivam A Meena Poonam Sharma Akhilesh K Verma Source Type: research

Base-mediated ynone-isocyanide 3+2 cycloaddition: a general method to 2,3,4-tri-substituted 1- < em > H < /em > -pyrroles and bis-pyrroles
Chem Commun (Camb). 2023 May 25. doi: 10.1039/d3cc01586f. Online ahead of print.ABSTRACTA transition-metal-free and base-promoted one-pot synthesis of 2,3,4-trisubstituted 1-H-pyrroles has been developed. The reaction occurs through the [3+2] cycloaddition of differently functionalized ynones and isocyanides. The reaction's advantageous features are operational simplicity, atom economy, and functional group tolerance with broad substrate scope. In addition, 1,3-bis-pyrrole formation and gram-scale synthesis were also achieved. Furthermore, the synthetic utility of the products was also investigated via isocyanide insertion...
Source: Chemical Communications - May 25, 2023 Category: Chemistry Authors: Ankit Kumar Pawan K Mishra Akhilesh K Verma Source Type: research

Polysulfide synthesis < em > via < /em > visible-light-induced heteroarene-migratory dithiosulfonylation reaction
Chem Commun (Camb). 2023 May 24. doi: 10.1039/d3cc01994b. Online ahead of print.ABSTRACTA photocatalyzed heteroarene-migratory dithiosulfonylation of alkene-tethered sulfone using dithiosulfonate (ArSO2-SSR) has been reported, featuring mild conditions, and high atom economy. The resulting products can be converted into dihydrothiophenes and homoallyl disulfides, making the method highly valuable.PMID:37222470 | DOI:10.1039/d3cc01994b
Source: Chemical Communications - May 24, 2023 Category: Chemistry Authors: Baoxu Wang Zijing Hu Lu Huang Xiaorui Ren Qianwen Gao Xi Wang Source Type: research

CO < sub > 2 < /sub > electrolysis towards large scale operation: rational catalyst and electrolyte design for efficient flow-cell
In this study, we discuss how the design of catalyst material, electrolyte and engineering gas diffusion electrode (GDE) could affect the CO2RR in a gas-fed flow cell. Significant emphasis is given to scale-up requirements, such as promising catalysts with a partial current density of ≥100 mA cm-2 and high faradaic efficiency. Additional experimental hurdles and their potential solutions, as well as the best available protocols for data acquisition for catalyst activity evaluation, are listed. We believe this manuscript provides some insights into the making of catalysts and electrolytes in a rational manner along with t...
Source: Chemical Communications - May 10, 2023 Category: Chemistry Authors: Kshirodra Kumar Patra Chinnakonda S Gopinath Source Type: research

Radical bicyclization of 1,6-enynes with sulfonyl hydrazides by the use of TBAI/TBHP in the aqueous phase
Chem Commun (Camb). 2023 May 9. doi: 10.1039/d3cc01102j. Online ahead of print.ABSTRACTA novel 5-exo-dig/6-endo-trig bicyclization of 1,6-enynes with sulfonyl hydrazides in the aqueous phase using the cheap and available tetrabutylammonium iodide (TBAI)-tert-butyl hydroperoxide (TBHP) combined system is reported. The resulting reaction of diverse nitrogen- and oxygen-polyheterocycles displays high chemical selectivity, high step-economy, and a moderate substrate scope. Moreover, iodosulfonylation can be realized by modulating the structure of the 1,6-enynes.PMID:37157973 | DOI:10.1039/d3cc01102j
Source: Chemical Communications - May 9, 2023 Category: Chemistry Authors: Fa-Liang Liu Lan Mei Ling-Tao Wang Yu Zhou Keqi Tang Ting Li Rongnan Yi Wen-Ting Wei Source Type: research