Article
Chemistry, Applied
Yuxin Ding, Ruiqin Zhang, Renchao Ma, Yongmin Ma
Summary: An iodine-catalyzed double [4+2] oxidative annulation of ketones and diamines is reported, leading to the synthesis of substituted dimeric pyrazines under metal-free conditions through a multi-pathway coupled domino strategy. During this process, one C-C and four C-N bonds are formed from two ketones and two diamines.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Applied
Meng-Yang Chang, Chun-Yi Lin
Summary: In this study, a one-pot construction method for diversified sulfonyl flavones was developed. The alpha-sulfonyl o-hydroxyacetophenones were reacted with substituted nitriles through a K2CO3-mediated (5+1) stepwise annulation under open-flask atmosphere conditions. This method offers intermolecular and intramolecular ring-closure pathways by forming a carbon-oxygen single bond, a carbon-carbon double bond, and cleaving a carbon-nitrile triple bond.
ADVANCED SYNTHESIS & CATALYSIS
(2023)
Article
Chemistry, Applied
Dirgha Raj Joshi, Ikyon Kim
Summary: In this study, a modular approach was used to synthesize a wide range of 1-cyano-3-(hetero)arylindolizines through aldol-cyclopropanation-oxidative cycloisomerization. DDQ was utilized for the first time to selectively synthesize the pyrrole units from cyclopropyl pyridines. The regioselective oxidation of the benzylic position by DDQ enabled the access to one regioisomer out of two possible ones. Additionally, homo-dimerization at the C2, C5, or C7 sites of indolizines in the presence of DDQ was discovered for the first time.
ADVANCED SYNTHESIS & CATALYSIS
(2022)
Article
Chemistry, Organic
Dakoju Ravi Kishore, Gedu Satyanarayana
Summary: This study presents an efficient and straightforward strategy for the synthesis of 2,3-disubstituted benzo[b]furans. The synthetic process involves a series of reactions, including a domino intermolecular coupling and intramolecular cyclization, resulting in a wide variety of compounds with good functional group tolerance.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Yumiko Suzuki, Ren Takehara, Kasumi Miura, Ryota Ito, Noriyuki Suzuki
Summary: A facile and regioselective synthesis of trisubstituted quinoxalines was developed using hypervalent iodine reagents as catalysts. Excellent regioselectivities were achieved in the annulation reaction between alpha-iminoethanones and o-phenylenediamines, demonstrating potential utility in medicinal chemistry and materials sciences.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Sudip Laru, Suvam Bhattacharjee, Sumit Ghosh, Alakananda Hajra
Summary: The synthesis of N-substituted indolo[2,3-b]-quinoxalines was achieved through Ru(II)-catalyzed ortho C-H functionalization of 2-arylquinoxalines with sulfonyl azides followed by further oxidation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone. This strategy provided a new efficient route for the preparation of biologically relevant compounds with a broad substrate scope. Preliminary mechanistic studies revealed that the C-N bond formations proceed through a five-membered ruthenacyclic intermediate in the first step and a radical mechanism in the second step.
Article
Chemistry, Organic
Jen-Chun Hsueh, Fu-En Szu, Yin-Yin Yu, Man-kit Leung
Summary: A one-pot synthesis of 2,4-disubstituted quinazoline derivatives from halofluorobenzenes with nitriles via sequential nucleophilic addition and SNAr reaction was reported. The method is transition metal free, easy to operate, and all the starting materials are commercially available.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Yong-Xing Tang, Shi-Yi Zhuang, Jin-Yi Liu, You Zhou, Li-Sheng Wang, Yan-Dong Wu, An-Xin Wu
Summary: An I-2-DMSO mediated one-pot approach for synthesizing imidazo[2,1-a]isoquinoline derivatives from readily available aryl methyl ketones and isoquinolin-1-amine has been demonstrated. This method achieves the convergent integration of one self-sorting domino sequence with two linear domino sequences through a triple in situ cross-trapping strategy, efficiently generating multiple C-C/C-N/C-S/C-I bonds, a new imidazole ring, and a quaternary carbon center. Moreover, the iodo group and methylthio group of the product can undergo further transformations, showing the utility of this method in synthetic chemistry.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Organic
Perumal Vinoth, Muthu Karuppasamy, Anish Gupta, Subbiah Nagarajan, Uma Maheswari, Vellaisamy Sridharan
Summary: A palladium-catalyzed one-pot, two-step sequential reaction of 2-alkynylarylaldehydes and ketones was developed to access isoquinolines under mild conditions. The reaction proceeds through a 6-endo-dig cyclization-hydration-ring opening sequence followed by annulation with ammonium acetate to deliver the isoquinoline derivatives in good to excellent yields. The domino sequence showed high regioselectivity and avoided the competitive 5-exo-dig cyclization observed in a gold-catalyzed reaction.
Article
Chemistry, Applied
Xin-Ke Zhang, Xiao-Yu Miao, Hui-Ru Jiang, Fei Ge, Jia-Chen Sun, Rui-Ying Zhang, Qin Ouyang, Wei-Yu Fan, Yan-Ping Zthu, Yuan-Yuan Sun
Summary: The iodine-promoted oxidative domino annulation and carbonylation process is used for the synthesis of biologically important compounds. This method is simple, metal-free, highly functional group compatible, and has a wide range of applications.
ADVANCED SYNTHESIS & CATALYSIS
(2021)
Article
Chemistry, Organic
Pan Tang, Long Wen, Hao-Jie Ma, Yi Yang, Yan Jiang
Summary: In this study, the PIDA mediated oxidative acyloxylation/azirination and sulfonyloxylation/azirination of beta-enamino esters were investigated. A series of functionalized acyloxy-2H-azirine and sulfonyloxy-2H-azirine derivatives were successfully synthesized in moderate to good yields. This is the first reported oxidative sulfonyloxylation/azirination of beta-enamino esters using PIDA and sulfonic acid, providing a pathway to access sulfonyloxy-2H-azirine. Hypervalent iodine reagents enable cascade C-O/C-N bond formation, and a possible reaction pathway was proposed based on experimental results.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2022)
Article
Chemistry, Organic
Majji Shankar, Arijit Saha, Arghadip Ghosh, Somratan Sau, Akhila K. Sahoo
Summary: In this study, the sulfur and nitrogen moieties of methylphenyl sulfoximine (MPS)-enabled aryl thioamides were independently involved in annulation with unactivated alkynes to construct unusual 6,6-fused thiopyranoisoquinoline skeletons. The innovative Ru-catalyzed one-pot double annulation of aryl thioamides with alkynes was achieved through overcoming challenges such as the S poisoning effect and susceptibility of S to oxidation. The novel isothiochromene-1-one skeletons were successfully constructed, initiating the annulation with S preference over the N motif of thioamides with alkynes.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Fang Xie, Yajun Sun, Hanghang Song, Jie Zhao, Zengpeng Zhang, Yue Duan, Rao Chen
Summary: The copper-catalyzed annulation of 3-aryl-2H-azirines with 2-naphthols allows for the rapid assembly of C-3-naphthol-substituted benzo[e]indoles in one pot through a cascade reaction. This method provides a new approach for the synthesis of important unreported pi-expanded naphthol/benzo[e]indole biaryls.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Yan-Bing Wang, Linlin Shi, Xiaojie Zhang, Lian-Rong Fu, Weinan Hu, Wenjing Zhang, Xinju Zhu, Xin-Qi Hao, Mao-Ping Song
Summary: A sustainable synthesis of functionalized quinoxalines via redox condensation of o-nitroamines with diols and alpha-hydroxy ketones is achieved using NaOH as a mediator. Optimized conditions allow for high yields of the desired products without the need for transition metals or external redox additives.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Saswati Adhikary, Biswadip Banerji
Summary: A green and efficient method for the synthesis of highly substituted oxazoles from easily available internal alkynes has been developed. This method is environmentally friendly, transition-metal free, and exhibits high regioselectivity. It provides a versatile strategy for the synthesis of highly functionalized oxazole derivatives.
Article
Chemistry, Organic
Pochampalli Sathyanarayana, Owk Ravi, Prathap Reddy Muktapuram, Surendar Reddy Bathula
ORGANIC & BIOMOLECULAR CHEMISTRY
(2015)
Article
Microbiology
Tushar Jain, Pratap Reddy Muktapuram, Satyanarayana Pochampalli, Komal Sharma, Garima Pant, Kalyan Mitra, Surendar Reddy Bathula, Dibyendu Banerjee
JOURNAL OF MEDICAL MICROBIOLOGY
(2017)
Article
Nanoscience & Nanotechnology
Surendar R. Bathula, Komal Sharma, Deependra K. Singh, Muktapuram P. Reddy, Pushpa R. Sajja, Amit L. Deshmukh, Dibyendu Banerjee
ACS APPLIED MATERIALS & INTERFACES
(2018)
Article
Chemistry, Medicinal
Tushar Jain, Prathap Reddy Muktapuram, Komal Sharma, Owk Ravi, Garima Pant, Kalyan Mitra, Surendar Reddy Bathula, Dibyendu Banerjee
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2018)
Article
Chemistry, Medicinal
Prathap Reddy Muktapuram, Rishi Kumar Gara, Komal Sharma, Chilappa Rohit, Kolupula Srinivas, Durga Prasad Mishra, Surendar Reddy Bathula
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2012)
Article
Chemistry, Organic
Surendar Reddy Bathula, Muktapuram Prathap Reddy, K. K. Durga Rao Viswanadham, Pochampalli Sathyanarayana, Maddi Sridhar Reddy
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2013)
Article
Chemistry, Multidisciplinary
Pochampalli Sathyanarayana, Atul Upare, Owk Ravi, Prathap Reddy Muktapuram, Surendar Reddy Bathula
Review
Chemistry, Multidisciplinary
Dan He, Yawen Li, Fuwen Zhao, Yuze Lin
Summary: High trap density in organic solar cells leads to localized charge carriers and reduced carrier lifetime, limiting device efficiency. This feature article summarizes the recent advances of trap suppression by material design and device engineering.
CHEMICAL COMMUNICATIONS
(2024)
Review
Chemistry, Multidisciplinary
Olivier Monfort, Arshitha Madhusudhan, Martin Motola
Summary: This article presents the advantages of coupling photocatalysis and Fenton-based processes for environmental remediation and discusses their synergy. It critically examines the simultaneous triggering of these two processes and provides insights into research approaches. The study aims to enhance understanding of this complex process and highlight the potential integration of new catalysts in current wastewater treatment technology.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Manideepa Dhar, Chittaranjan Mishra, Avijit Das, Uttam Manna
Summary: An approach of 'polymerization of monomers in its aggregated form' has been introduced to tailor the water wettability of fibrous and porous substrates, achieving hydrophobicity to superhydrophobicity transition, as well as patterned wettability. This facile chemical method provides a durable coating with adjustable and patterned wettability for various potential applications.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Saswat Ranjan Bhoi, Chhanda Debnath, Shikha Gandhi
Summary: In this article, a novel catalytic reaction using Pd(0) and Bronsted acid is reported for the synthesis of biologically important imidazolidinone-fused N-heterocycles through redox-neutral intramolecular N-allylation of indoles and pyrroles with alkynes. This atom-economical method is applicable to a wide range of substrates and eliminates the need for leaving groups or oxidizing agents commonly used in traditional allylation reactions.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Longkun Chen, Mingshuai Zhang, Meichen Liu, Zhuoyuan Liu, Yuetong Qiu, Zhilai Zhang, Fuchao Yu, Jiuzhong Huang
Summary: In this study, an efficient Rh(III)-catalyzed selective mono- and dual-C-H bond functionalization/cyclization with iodonium ylide as the sole coupling partner was demonstrated. Fused benzodiazepine skeletons were obtained in excellent yields, providing an improved approach to dual C-H unsymmetrical functionalization.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Alice Kennett, Sven Epple, Gabriella van der Valk, Irene Georgiou, Evelyne Gout, Romain R. Vives, Angela J. Russell
Summary: This study presents the design and synthesis of sulfated disaccharide inhibitors based on IdoA(2S)-GlcNS(6S), which showed potent inhibition of Sulf-2. The results suggest that IdoA(2S)-GlcNS(6S) is the shortest fragment size required for effective inhibition of Sulfs, and a trisulfated disaccharide is identified as the minimal fragment size of heparan sulfate for effective endosulfatase inhibition.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Mauro Garbini, Andrea Brunetti, Riccardo Pedrazzani, Magda Monari, Massimo Marcaccio, Giulio Bertuzzi, Marco Bandini
Summary: The self-adaptability of galvanostatic electrolysis was found to be helpful in a multistage chemo- and diastereoselective electrochemically promoted cyclodimerization of chalcones. Through a series of reductive events, densely functionalized cyclopentanes with five contiguous stereocenters were obtained (25 examples, yields up to 95%, dr values up to >20:1). Further experimental and electrochemical investigations indicated the crucial role of dynamic kinetic resolution of the aldol intermediate in the reaction mechanism.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Dhananjay S. Nipate, Neha Meena, Prakash N. Swami, Krishnan Rangan, Anil Kumar
Summary: In this study, the synthesis of functionalized benzo[a]phenazines and indazolo[2,3-a]quinolines was achieved through Rh(III)-catalyzed oxidative annulation of 2-arylquinoxalines and 2-aryl-2H-indazoles with allyl alcohols. The method showed a wide substrate scope, excellent functional group tolerance, good to high yields of annulated products, and the capability for scaled-up synthesis. A tentative mechanism of the annulation reaction was proposed based on a preliminary mechanistic investigation.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Ruonan Zhang, Abudukadi Tudi, Xia Yang, Xuping Wang, Zhihua Yang, Shujuan Han, Shilie Pan
Summary: A new lead tellurium borate material with a unique fundamental building block [B4O10] was synthesized and found to exhibit high birefringence. The structure-property relationship was discussed using first-principles calculations.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Amresh Kumar Singh, Baishali Thakurta, Anupam Giri, Monalisa Pal
Summary: This study introduces three key concepts for the quick synthesis of large-scale high-quality 2D materials films and their utilization in device fabrication.
CHEMICAL COMMUNICATIONS
(2024)
Article
Chemistry, Multidisciplinary
Reina Hagiwara, Shun Nishimura, Kosuke Okeyoshi
Summary: A copolymer-conjugated nanocatalytic system has been developed to improve electron transfer and enhance photoinduced H2 generation.
CHEMICAL COMMUNICATIONS
(2024)
