Article
Chemistry, Organic
Zhenfa Li, Lan Zhao, Liuyi Liang, Lixin Zhao, Fangyi Li, Chunhua Wang, Zheng Li
Summary: The additive-free copper(I)-bromide-mediated radical cyclization reactions of alpha,alpha-dibromo beta-iminoesters successfully enabled the synthesis of a series of 5- or 6-brominated 2-aryl-1H-indole-3-carboxylates in moderate to good yields. Mechanistic study revealed the bromine atom originated from the substrates and the bromination might be related to a 3-bromo-3H indole intermediate.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
P. Veeraraghavan Ramachandran, Abdulkhaliq A. Alawaed, Henry J. Hamann
Summary: Deoxyhalogenation of aryl aldehydes, ketones, carboxylic acids, and esters has been achieved by using a suitable metal halide Lewis acid as a carbonyl activator and halogen carrier, in combination with borane-ammonia as the reductant. Selectivity is achieved by matching the stability of the carbocation intermediate with the effective acidity of the Lewis acid. Substituents and substitution patterns significantly influence the choice of solvent/Lewis acid combination. Logical combinations of these factors have also been applied for the regioselective conversion of alcohols to alkyl halides.
Article
Chemistry, Multidisciplinary
Debabrat Pathak, Bikash Kumar Kalita, Ashish Sarmah, Himanshu Sharma, Bidisha Bora, Tridib K. Goswami, Bipul Sarma
Summary: We present a greener synthetic route for the synthesis of medicinally and industrially valuable quinoline scaffolds, eliminating harsh reaction conditions, low productivity, and unstable substrates associated with classical methods. This route involves the acceptorless dehydrogenative annulation of readily available alcohols in basic media using an engineered nitrogen-rich hollow-spherical microporous polymer (MOP-TA) without any metal support. The scalability and green matrices of this affordable and sustainable route are supported by various spectroscopic and microscopic techniques.
Article
Chemistry, Multidisciplinary
Yu Zhang, Prakash Kumar Sahoo, Peng Ren, Yuman Qin, Robin Cauwenbergh, Philippe Nimmegeers, Gandhi SivaRaman, Steven Van Passel, Andrea Guidetti, Shoubhik Das
Summary: A transition metal-free method has been reported for the selective functionalization of benzylic C(sp(3))-H bonds using alcohols and carboxylic acids as nucleophiles. This straightforward and general approach has provided various benzylic ethers and esters, including twelve pharmaceutically relevant compounds.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Yu-Ming Yang, Wei Yan, Han-Wei Hu, Yimin Luo, Zhen-Yu Tang, Zhuangzhu Luo
Summary: This method involves the green and efficient visible-light induced functionalization of anilines under mild conditions, using non-toxic diacetyl as the photosensitizer and acetylating reagent, and water as the solvent. It provides a valuable approach in organic synthesis with environmentally friendly conditions, simple operation, wide substrate scope, and functional group tolerance.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Xiaodan Chang, Liangxin Fan, Lijun Shi, Zhenliang Pan, Guoyu Yang, Cuilian Xu, Lulu Wu, Caixia Wang
Summary: An environmentally friendly approach for constructing the CAC bond using catalyst- and solvent-free conditions was developed. This method involves the efficient coupling of 2-methyl quinazolinones with 3-(trifluoroacetyl)coumarins to produce quinazolinone derivatives with excellent yields (up to 90%). The biological activities of these derivatives against various fungal strains were investigated, showing promising fungicidal activities for most of the target products, with compound 3 cl exhibiting 95% fungicidal activity against R. solani with an EC50 value of 10.6 lg/mL.
JOURNAL OF SAUDI CHEMICAL SOCIETY
(2023)
Article
Chemistry, Multidisciplinary
Meng-Yao Li, Jiatong Li, Ao Gu, Xiao-Mei Nong, Shuyang Zhai, Zhu-Ying Yue, Chen-Guo Feng, Yingbin Liu, Guo-Qiang Lin
Summary: A convenient method for synthesizing aryl-containing trisubstituted alkenes through direct alkylation of alkenes was successfully achieved under solvent-free and catalyst-free conditions. The absence of solvents was found to be crucial in initiating this sequence. Moreover, this protocol stands out due to its minimal waste production and straightforward operation. The radical capture experiment provided evidence for an ionic reaction mechanism.
Article
Chemistry, Multidisciplinary
Xiaoshen Bai, Divakar R. Aireddy, Amitava Roy, Kunlun Ding
Summary: Depolymerization of condensation polymers often requires solvents and homogeneous catalysts, but suffer from poor interfacial contact with solid plastics. This study discovers a spontaneous heterogeneous catalyst layer on the surface of polyethylene terephthalate during the homogeneous catalytic depolymerization process, and demonstrates that the construction of solid-plastic interfaces enables solvent-free depolymerization at relatively low temperatures. The introduction of trace amounts of zinc by electrostatic adsorption is sufficient for catalyzing the depolymerization. The concept of plastic-catalyst contact mass interfacial catalysis could inspire new approaches to address plastic waste problems.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Materials Science, Multidisciplinary
Xiaojing Yu, Qiong Wu, Zhongxin Jin, Jianjiao Xin, Haijun Pang, Huiyuan Ma, Xinming Wang, Lichao Tan, Guixin Yang
Summary: A new polyoxometalate-based silver-organic framework has been synthesized and shows efficient catalytic activity in the cyanosilylation reaction, demonstrating significant potential for practical applications.
MATERIALS TODAY COMMUNICATIONS
(2022)
Article
Chemistry, Organic
Nianxin Rong, Yongsheng Yuan, Huijie Chen, Changguang Yao, Teng Li, Yantao Wang, Weiran Yang
Summary: A simple and practical procedure for synthesizing 2-iodoanilines has been developed, with highly regioselective products obtained in satisfactory to good yields using inexpensive halogen donors. Oxygen was found to be necessary for the transformation, and control experiments suggested a radical pathway involved. The procedure is operationally scalable and exhibits high functional-group tolerance.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Hongwei Shi, Jun Li, Tao Wang, Matthias Rudolph, A. Stephen K. Hashmi
Summary: A catalyst- and additive-free sunlight-induced strategy for the autoxidation of a wide range of aldehydes to carboxylic acids is described. This method utilizes air as the source of oxygen and sunlight as the light source, offering green, highly atom-efficient, and low-cost synthesis. The reaction can be easily scaled up and can proceed smoothly even at lower temperature and in natural light.
Article
Chemistry, Multidisciplinary
Lanfeng Wei, Wenbo Bai, Zhiyan Hu, Zhiyong Yang, Liang Xu
Summary: The study developed a unified metal-free photooxidative platform for the cleavage of C-heteroatom bonds, using AQDAB complex as the photocatalyst to induce the oxidation process. This method allows for chemoselective cleavage of C-N, C-S, and C-Se bonds, broadening the potential applications of oxidation in synthetic chemistry. It established a photooxidation system for formal carbonylation of C-heteroatom (N, S, Se) bonds.
CHEMICAL COMMUNICATIONS
(2023)
Article
Chemistry, Multidisciplinary
Chi-Min Chen, Jia-Xin Chen, Ching Tat To
Summary: A solvent-free, rapid, and operationally simple method for chlorinating pyrazoles with trichloroisocyanuric acid to obtain 4-chloropyrazole derivatives is presented. This high-yielding protocol eliminates the need for tedious column chromatography and reduces solvent consumption. Mechanistic studies suggest an electrophilic aromatic substitution mechanism. The system also demonstrates good green chemistry metrics.
Article
Agricultural Engineering
Jie Li, Benzhi Ju, Shufen Zhang
Summary: This study reports a catalyst-free, fully bio-based epoxy vitrimer that rearranges its topology through dynamic transesterification (DTE). These vitrimers exhibit excellent mechanical properties, can be welded and crack-healed at high temperatures, and show varying degrees of recovery in tensile strength after mechanical recycling.
INDUSTRIAL CROPS AND PRODUCTS
(2023)
Article
Chemistry, Multidisciplinary
Shuai Ma, Jin-Ming Ma, Jing-Wang Cui, Cai-Hui Rao, Meng-Ze Jia, Jie Zhang
Summary: A mild and efficient photocatalytic C-H bond activation strategy based on organic small molecules has been developed, which solves the key dehydrogenation process of C-H bond activation through the combination of excellent redox-active activity and Bronsted basic site.
Article
Chemistry, Organic
Geeta Devi Yadav, Pooja Chaudhary, Balaram Pani, Surendra Singh
Summary: Chiral transition metal complexes with privileged ligands are efficient catalysts for various asymmetric organic transformations. Transition metal complexes of C1-symmetric pyrrolidine-based ligands have been widely used in asymmetric organic reactions. However, a comprehensive review article on the transition metal complexes of chiral C1-symmetric pyrrolidine-based ligands derived from (L)-proline has not been published.
TETRAHEDRON LETTERS
(2024)
