Article
Multidisciplinary Sciences
Lumin Zhang, Bethany M. DeMuynck, Alyson N. Paneque, Joy E. Rutherford, David A. Nagib
Summary: Carbenes, highly reactive intermediates, are successfully generated from common aldehydes via stable alpha-acyloxy halide intermediates, enabling diverse and valuable chemistry reactions. This strategy utilizes zinc carbenoids and earth-abundant metal salts as catalysts to achieve safe and selective carbene additions to sigma and pi bonds.
Article
Chemistry, Organic
Xiaoqing Lv, Shengjun Liu, Yu Guo, Lijiu Gao, Liming Zhao, Jinpeng Zhang, Liangce Rong
Summary: A metal-free Meerwein arylation reaction was developed for the synthesis of 2-(aryl/alkyl arylmethylene)malononitrile derivatives from aryl(alkyl)idenemalononitriles and diazonium salts under mild conditions. Unlike traditional addition reactions, this study used a coupling reaction to form C(sp(2))-C(sp(2)) bond arylation products. The radical reaction mechanism was confirmed through control experiments. The method has broad substrate scope and good group tolerance, and the obtained products can be easily converted into valuable asymmetric ketones and undergo hydrogenation reactions.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Kosho Makino, Kumi Tozawa, Yuki Tanaka, Akiko Inagaki, Hidetsugu Tabata, Tetsuta Oshitari, Hideaki Natsugari, Hideyo Takahashi
Summary: The study revealed that the photoracemization reaction of chiral alkyl aryl sulfoxides is extremely fast and influenced by various substitution patterns. However, chiral sulfoxides with easily oxidizable functional groups are not suitable for this photo-isomerization.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Organic
Ramesh Bhawar, Suresh Saini, Kiran S. Patil, D. H. Nagaraju, Shubhankar Kumar Bose
Summary: A recyclable protocol using CeO2-nanorod catalyst for the borylation of alkyl halides with B2pin2 is reported. The catalyst showed broad utility and functional group tolerance, and could be reused up to six times without significant loss of activity.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Ruben M. Carballo, Jose M. Padron, Israel Fernandez, Daniel A. Cruz, Luana Grmus, Victor S. Martin, Juan I. Padron
Summary: A direct, catalytic, and complementary method for the synthesis of 2-substituted homoallyl sulfonyl amides from sulfonyl amides, aldehydes, and allyltrimethylsilane using iron(III) chloride as a sustainable catalyst is described. The scope of the reaction and its reactivity in aza-Prins cyclization are evaluated with the support of density functional theory (DFT) studies. The antiproliferative activity of this family of sulfonyl amides is also assessed.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Chemistry, Multidisciplinary
Chi Li, Yu Gao, Han Li, Wenhao Li, Xinmei Wang, Xuerong Wang, Chunguang Lin, Jinhui Wang, Yiying Li, Huanjun Xu
Summary: A simple and efficient protocol for oxidative cleavage of aryl C(OH)-C bonds to acids using KOtBu in mesitylene was reported. Various aryl alcohols and ketones could be transformed to benzoic acids in moderate to excellent yield without any other additives. The successful transformation of a representative lignin dimer model compound indicated the potential of this protocol for lignin transformation.
Article
Chemistry, Multidisciplinary
Shuxiao Feng, Kaiyan Qi, Junying Ma, Yafei Guo, Jiayu Gao, Pu Liu, Junling Wang, Guangna Gu, Le Dong, Jinhua Wang, Wan Li, Yihui Yang, Guanhua Du, Lingbo Qu, Shouren Zhang
Summary: In this study, a series of novel beta-carbonyl-selenides derivatives were synthesized with high regioselectivity and substrates tolerance. The in vitro antiproliferative activities of these compounds were evaluated on multiple cell lines, and it was found that one of the compounds (5t) exhibited significant antiproliferative activity and potential value as an anticancer agent.
Article
Chemistry, Organic
Ming Li, Yuke Li, Wan-Yuan Jia, Guo-Qing Sun, Fan Gao, Guo-Xiao Zhao, Yi-Feng Qiu, Xi-Cun Wang, Yong-Min Liang, Zheng-Jun Quan
Summary: The free radical cyclization reaction is a promising strategy for the formation of ring frameworks. In this study, we report a copper-catalyzed tandem radical cyclization strategy for preparing substituted lactam derivatives. This reaction utilizes a radical coupling approach, allowing a wide range of alkenes and being compatible with primary, secondary, and tertiary radicals. Density functional theory calculations were also performed to gain insights into the reaction mechanism.
Article
Chemistry, Physical
Shiv Kumar, Paramita Datta, Anup Bhunia, Swadhin K. Mandal
Summary: This article reports a transition-metal-free process for in situ denitrogenation of tosylhydrazones, resulting in the production of various sulfones. The authors used a phenalenyl-based odd alternant hydrocarbon as a photoredox catalyst, which acted as a potent oxidant to facilitate the denitrogenation reaction. The method showed wide functional-group tolerance and high yields, making it suitable for late-stage modification of natural products.
CATALYSIS SCIENCE & TECHNOLOGY
(2024)
Article
Chemistry, Organic
Hongbin Zhai, Zhenhua Wang, Kewei Chen, Tian-Yu Sun, Jian Wei, Yun-Dong Wu
Summary: The first asymmetric total synthesis of indole alkaloid arbophyllidine has been achieved, featuring key reactions such as intramolecular reductive Heck reaction, Fischer indolization, and oxidative lactonization. Density functional theory calculations were employed to provide a comprehensive understanding of the oxidative lactonization.
ORGANIC CHEMISTRY FRONTIERS
(2022)
Article
Chemistry, Multidisciplinary
Michael Quest, Alexander Hepp, C. G. Daniliuc, Felicitas Lips
Summary: In this study, bicyclic silicon(I) ring compound was utilized as the starting material for reactions with chalcogens and chalcogen transfer agents at low temperatures, resulting in the selective formation of new cage compounds including silicon oxide clusters, defect heterocubane-type cages with Si-Si bonds, and a new ditelluro-tetrasila-tricyclohexane.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Quentin D. Tercenio, Erik J. Alexanian
Summary: The nickel-catalyzed reductive coupling of allyl alcohols with chiral, nonracemic alkyl tosylates reported in this study delivers valuable allylation products with high levels of stereospecificity across a range of substrates. The catalytic system, consisting of a simple nickel salt and a commercially available reductant, represents a rare example of a cross-coupling involving the C-O bonds of two electrophiles.
Article
Chemistry, Organic
Song-Bai Tang, Shu-Yun Zhang, Wen-Jing Li, Yan-Xin Jiang, Zi-Xin Wang, Bo Long, Jing Su
Summary: This study has successfully discovered a highly efficient photocatalytic oxidative cleavage method for aryl alkene C=C double bonds using uranyl cations as catalysts under mild conditions. The reaction mechanism based on a uranyl-alkyl peroxy radical intermediate has been proposed for the first time through a combination of experiments and theoretical calculations.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Article
Chemistry, Multidisciplinary
Xuerong Wang, Yu Gao, Ying Chen, Huilin Sun, Caicui Li, Chaohai Pang, Yanan Gao, Xiaolin Zhang, Ruijing Cheng, Huanjun Xu, Jinhui Wang
Summary: In this study, an efficient and practical method for the oxidation of aryl secondary and primary alcohols to corresponding carbonyl compounds using NaOtBu at room temperature was developed. The method yielded high yields of ketones or benzoic acids and was applicable to a variety of substrates.
Article
Chemistry, Multidisciplinary
Xuerong Wang, Yu Gao, Ying Chen, Huilin Sun, Caicui Li, Chaohai Pang, Yanan Gao, Xiaolin Zhang, Ruijing Cheng, Huanjun Xu, Jinhui Wang
Summary: An efficient and practical oxidation method using NaOtBu has been developed to convert aryl secondary and primary alcohols to corresponding carbonyl compounds at room temperature in open air. The reaction shows high yields for a series of ketones or benzoic acids, and demonstrates excellent practicality even on a 1.0 gram scale.
Article
Chemistry, Multidisciplinary
Akihiko Ouchi, Chuanxiang Liu, Masao Kunioka
Article
Materials Science, Paper & Wood
Akihiko Ouchi, Tatsuo Toida, Subramanian Kumaresan, Wataru Ando, Jinichiro Kato
Article
Chemistry, Organic
Akihiko Ouchi, Chuanxiang Liu, Masayuki Kaneda, Takeshi Hyugano
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2013)
Article
Chemistry, Physical
Akihiko Ouchi, Zdenek Bastl, Jaroslav Bohacek, Jan Subrt, Snejana Bakardjieva, Petr Bezdicka, Josef Pola
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2008)
Article
Chemistry, Physical
Akihiko Ouchi, Atsushi Saruwatari, Toshiaki Suzuki
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2008)
Article
Chemistry, Physical
Akihiko Ouchi, Hitoshi Sakai, Takeshi Oishi, Masayuki Kaneda, Toshiaki Suzuki, Atsushi Saruwatari, Toru Obata
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2008)
Article
Chemistry, Physical
Akihiko Ouchi
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2008)
Article
Chemistry, Multidisciplinary
Akihiko Ouchi, Takeshi Hyugano, Masayuki Kaneda, Toshiaki Suzuki, Chuanxiang Liu
JOURNAL OF FLOW CHEMISTRY
(2014)
Article
Materials Science, Coatings & Films
Akihiko Ouchi, Zdenek Bastl, Jaroslav Bohacek, Jan Subrt, Josef Pola
SURFACE & COATINGS TECHNOLOGY
(2007)
Article
Chemistry, Physical
Akihiko Ouchi, Bahlul Z. S. Awen, Hongxia Luo, Yasuyuki Araki, Osamu Ito
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2006)
Article
Chemistry, Organic
A Ouchi, BZS Awen, HX Luo, Y Araki, O Ito
TETRAHEDRON LETTERS
(2005)
Article
Chemistry, Physical
A Ouchi, T Tsunoda, Z Bastl, M Marysko, V Vorlícek, J Bohácek, K Vacek, J Pola
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
(2005)
Article
Chemistry, Physical
A Ouchi, BZS Awen, R Hatsuda, R Ogura, T Ishii, Y Araki, O Ito
JOURNAL OF PHYSICAL CHEMISTRY A
(2004)
Article
Chemistry, Physical
A Ouchi, Z Bastl, J Bohácek, H Orita, K Miyazaki, S Miyashita, P Bezdicka, J Pola
CHEMISTRY OF MATERIALS
(2004)
