Article
Chemistry, Organic
Yuliang Liu, Haoyu Li, Shunsuke Chiba
Summary: A protocol for photoinduced cross-coupling of aryl iodides and alkenes has been developed, utilizing a radical cascade mechanism. This method enables selective coupling of iodides over other halogen leaving groups and is compatible with various functional groups on both arene and alkene motifs.
Article
Chemistry, Organic
Wen-Xin Li, Bo-Wen Yang, Xuan Ying, Zhuo-Wen Zhang, Xue-Qiang Chu, Xiaocong Zhou, Mengtao Ma, Zhi-Liang Shen
Summary: The direct cross-coupling of diaryl sulfoxides with aryl bromides via C-S bond cleavage was achieved using nickel(II) as the catalyst, 1,2-bis(diphenylphosphino)ethane (dppe) as the ligand, and magnesium turnings as the reducing metal in THF. This reaction showed a wide range of substrates and could be used for gram-scale synthesis. The one-pot reaction is operationally simple and economically efficient.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Organic
Ge Liang, Jing-Hao Wang, Tao Lei, Yuan-Yuan Cheng, Chao Zhou, Ya-Jing Chen, Chen Ye, Bin Chen, Chen-Ho Tung, Li-Zhu Wu
Summary: This study presents an aerobic metal-free, visible-light-induced regioselective thiolation of phenols with thiophenols, showing high functional group tolerance and selectivity. Mechanistic studies reveal the crucial role of disulfide radical cation in the visible-light catalysis of aerobic thiolation, allowing selective formation of sulfide or sulfoxide products with high activity in a one-pot reaction by controlling the equivalent ratio of substrates.
Review
Chemistry, Multidisciplinary
Bholanath Maity, Sayan Dutta, Luigi Cavallo
Summary: C-sp3-C cross-coupling, a dream reaction in the chemical community, can be achieved by activating C-sp3-H bonds through visible light-induced transition metal-catalysis under mild reaction conditions. However, this research area is still in its early stages due to the chemical and technical complexity of this catalysis. Complementary experimental and theoretical mechanistic studies are essential for rational advances, as each approach alone is inadequate to clarify the operative mechanisms. In this tutorial review, we summarize representative experimental and computational mechanistic studies, highlighting the weaknesses, strengths, and synergies between the two approaches.
CHEMICAL SOCIETY REVIEWS
(2023)
Article
Chemistry, Organic
Na-Na Ma, Jing-Ao Ren, Xiang Liu, Xue-Qiang Chu, Weidong Rao, Zhi-Liang Shen
Summary: The direct cross-couplings of aryl sulfonium salts with aryl halides using nickel as a reaction catalyst were successfully achieved. The reactions proceeded efficiently via C-S bond activation at ambient temperature, providing moderate to good yields, potentially serving as an attractive alternative to conventional cross-coupling reactions.
Article
Chemistry, Multidisciplinary
Jingyi Wang, Xuzhong Shen, Xu Chen, Yinwei Bao, Jian He, Zhan Lu
Summary: In this study, cobalt-catalyzed enantioconvergent cross-coupling of alpha-bromoketones with aryl zinc reagents was achieved, leading to the synthesis of chiral ketones with alpha-tertiary stereogenic centers. Ligand modification was found to be critical for improving the reactivity and selectivity of this transformation.
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
(2023)
Review
Chemistry, Multidisciplinary
Oliver S. Wenger
Summary: Transition metal catalyzed cross-coupling reactions play a crucial role in chemical synthesis for forming C-C and C-heteroatom bonds. The combination of nickel catalysis with photoredox chemistry offers new synthetic possibilities, with electronically excited states of nickel complexes playing a key role. However, the potential of photoactive nickel complexes in organic synthesis still requires further exploration and development.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Organic
Hua Yao, Xiaoyang Zhong, Bingqing Wang, Sen Lin, Zhaohua Yan
Summary: A novel and efficient approach for the amine-directed dehydrogenative C(sp(2))-C(sp(3)) coupling of arylamines with acetonitrile was developed using FeCl2 as the catalyst. The method provides a straightforward and green route to arylacetonitriles with good regioselectivity and excellent compatibility of functional groups and aromatic rings.
Article
Chemistry, Organic
Yanjiao Xiong, Xuesong Wu
Summary: A general and practical protocol for visible-light-driven deoxygenative coupling of alcohols with aromatic nitriles in the absence of external photocatalysts is presented. The platform utilizes a hydroxyl activation strategy with carbon disulfide and accommodates a broad scope of alcohols and aryl nitriles, delivering various alkyl-substituted arenes. Mechanism studies reveal that a single electron transfer event between a photoexcited aryl nitrile and a xanthate anion is crucial for the transformation.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2023)
Article
Chemistry, Organic
Evgeniy O. Bortnikov, Sergey N. Semenov
Summary: The coupling of transition-metal to photoredox catalytic cycles through single-electron transfer steps has become a powerful tool in the development of catalytic processes. AC-assisted Ni-catalyzed reactions showed higher yields and selectivity, and mechanistic studies highlighted the importance of both reduction and oxidation processes in these reactions. The AC assistance appears to be well-suited for catalytic cycles involving reductive elimination or oxidative addition as a limiting step.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Editorial Material
Chemistry, Physical
Valentine P. Ananikov
Summary: Methods for direct one-step replacement of a hydrogen atom in a C-H bond by an organic functional group can create enormous possibilities for synthetic applications. The discovery of the reaction of organopalladium complexes with olefins has opened a new era in catalysis and organic chemistry.
Article
Chemistry, Organic
Anthony N. Cauley, Antonio Ramirez, Chandan L. Barhate, Andrew F. Donnell, Purnima Khandelwal, Melda Sezen-Edmonds, Trevor C. Sherwood, Jack L. Sloane, Cullen L. Cavallaro, Eric M. Simmons
Summary: By utilizing quinoline as a mild catalytic additive, a broadly applicable method for Ni/photoredox-catalyzed C(sp(2))-C(sp(3)) cross-coupling was developed, which can be used in both batch and flow reactions. The method is effective for both primary benzylic nucleophiles and stabilized/nonstabilized secondary alkyl boronic esters.
Article
Chemistry, Organic
Alejandro Cervantes-Reyes, Aaron C. Smith, Gary M. Chinigo, David C. Blakemore, Michal Szostak
Summary: This study reports a method for the direct synthesis of nitrogen-containing heteroaromatic biaryls by decarbonylative Pd-catalyzed Suzuki cross-coupling. The practical and modular nature of this method enables the synthesis of diverse heterobiaryl products in excellent yields.
Review
Chemistry, Multidisciplinary
Myuto Kashihara, Yoshiaki Nakao
Summary: Cross-coupling reactions using nitroarenes as electrophiles have gained attention due to their ease of accessibility and potential advantages over haloarenes. Recent research has focused on developing new catalyst systems and reaction conditions to improve the efficiency and practicality of these reactions, with promising results in diversifying bond-forming reactions and reducing catalyst loading. Research in this field is expected to continue growing as the utility of nitroarenes in organic synthesis is reevaluated.
ACCOUNTS OF CHEMICAL RESEARCH
(2021)
Article
Chemistry, Multidisciplinary
Sumanth Hegde, Aatika Nizam, Ajesh Vijayan, Ramesh B. Dateer, Suresh Babu Naidu Krishna
Summary: We have developed a magnetically recyclable palladium nanocatalyst capable of efficiently catalyzing the Suzuki-Miyaura cross-coupling reaction in an ethanol/water solution under ultrasonic conditions. The catalyst is compatible with various aryl halides and aryl boronic acids and exhibits excellent stability, low leaching, and heterogeneous nature.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Pharmacology & Pharmacy
Rhythm Arora, Sameer S. Katiyar, Varun Kushwah, Sanyog Jain
EXPERT OPINION ON DRUG DELIVERY
(2017)
Article
Pharmacology & Pharmacy
Kritika Nayak, Sameer S. Katiyar, Varun Kushwah, Sanyog Jain
JOURNAL OF DRUG TARGETING
(2018)
Article
Biotechnology & Applied Microbiology
Ashay Jain, Gajanand Sharma, Varun Kushwah, Neeraj K. Garg, Prashant Kesharwani, Gargi Ghoshal, Bhupinder Singh, Uma Shankar Shivhare, Sanyog Jain, Om Prakash Katare
Article
Biotechnology & Applied Microbiology
Sarwar Beg, Sanyog Jain, Varun Kushwah, Gurjit Kaur Bhatti, Premjeet Singh Sandhu, O. P. Katare, Bhupinder Singh
Article
Biotechnology & Applied Microbiology
Rajeev Sharma, Nishi Mody, Varun Kushwah, Sanyog Jain, S. P. Vyas
Article
Nanoscience & Nanotechnology
Premjeet Singh Sandhu, Rajendra Kumar, Sarwar Beg, Sanyog Jain, Varun Kushwah, O. P. Katare, Bhupinder Singh
NANOMEDICINE-NANOTECHNOLOGY BIOLOGY AND MEDICINE
(2017)
Article
Nanoscience & Nanotechnology
Amanpreet Kaur, Sameer S. Katiyar, Varun Kushwah, Sanyog Jain
NANOMEDICINE-NANOTECHNOLOGY BIOLOGY AND MEDICINE
(2017)
Article
Chemistry, Multidisciplinary
Deepanshu Shilpi, Varun Kushwah, Ashish Kumar Agrawal, Sanyog Jain
PHARMACEUTICAL RESEARCH
(2017)
Article
Chemistry, Multidisciplinary
Varun Kushwah, Ashish Kumar Agrawal, Chander Parkash Dora, David Mallinson, Dimitrios A. Lamprou, Ramesh C. Gupta, Sanyog Jain
PHARMACEUTICAL RESEARCH
(2017)
Article
Instruments & Instrumentation
Sanyog Jain, Kamlesh Patel, Sumit Arora, Venkata Appa Reddy, Chander Parkash Dora
DRUG DELIVERY AND TRANSLATIONAL RESEARCH
(2017)
Article
Biotechnology & Applied Microbiology
Ashay Jain, Gajanand Sharma, Varun Kushwah, Gargi Ghoshal, Atul Jain, Bhupinder Singh, U. S. Shivhare, Sanyog Jain, O. P. Katare
ARTIFICIAL CELLS NANOMEDICINE AND BIOTECHNOLOGY
(2018)
Article
Pharmacology & Pharmacy
Sanyog Jain, B. Heeralal, Rajan Swami, Nitin K. Swarnakar, Varun Kushwah
Article
Biochemistry & Molecular Biology
Prashant Sahu, Sushil K. Kashaw, Varun Kushwah, Samaresh Sau, Sanyog Jain, Arun K. Iyer
BIOORGANIC & MEDICINAL CHEMISTRY
(2017)
Article
Biophysics
Vikram Kaithwas, Chander Parkash Dora, Varun Kushwah, Sanyog Jain
COLLOIDS AND SURFACES B-BIOINTERFACES
(2017)
Article
Biophysics
Ashay Jain, Gajanand Sharma, Varun Kushwah, Kanika Thakur, Gargi Ghoshal, Bhupinder Singh, Sanyog Jain, U. S. Shiyhare, O. P. Katare
COLLOIDS AND SURFACES B-BIOINTERFACES
(2017)
