Article
Chemistry, Multidisciplinary
Suresh Ganesan, Muniraj Sarangapani, Mukesh Doble
Summary: An efficient method for synthesizing pyrazoline/pyrazole-tethered pyridinyl methanones is described using a one-pot, stepwise approach under melt conditions, providing high atom efficiency and short reaction times.
JOURNAL OF CHEMICAL RESEARCH
(2021)
Review
Chemistry, Multidisciplinary
Yuji Nakano, Jeremy T. Maddigan-Wyatt, David W. Lupton
Summary: Conjugate acceptors are commonly used electrophilic functional groups in organic synthesis. Our research focuses on their ability to undergo polarity inversion through the conjugate addition of Lewis base catalysts. We have achieved cycloisomerizations and annulation reactions using simple conjugate acceptors and those embedded within more complicated substrates. However, significant challenges remain to be addressed before a universal approach to polarity inversion of all conjugate acceptors can be achieved.
ACCOUNTS OF CHEMICAL RESEARCH
(2023)
Article
Chemistry, Multidisciplinary
Kiran Kumari, Meeta Bhati, Roopendra Singh Madhukar, Akram Gulam Hussain Khan, Prachi Janjani, S. Rajagopala Reddy, Srinivasan Easwar
Summary: A sulfonamide moiety was introduced at the C-4 position of proline, cis to the -COOH group, to investigate a possible synergistic interaction between the two functional groups and its consequent influence on the enamine mediated asymmetric aldol reaction. The results demonstrate that the resulting catalyst is capable of efficiently producing aldol adducts with excellent diastereo- and enantioselectivities in the presence of water.
NEW JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Kiran Kumari, Meeta Bhati, Roopendra Singh Madhukar, Akram Gulam Hussain Khan, Prachi Janjani, S. Rajagopala Reddy, Srinivasan Easwar
Summary: A sulfonamide moiety was introduced at the C-4 position of proline, cis to the -COOH group, to investigate the potential synergistic interaction between the two functional groups and its influence on the enamine mediated asymmetric aldol reaction. The resulting catalyst exhibited high efficiency in producing aldol adducts with excellent diastereo- and enantioselectivities in the presence of water. Computational study was also conducted to gain further insights into the proposed cooperative assistance.
NEW JOURNAL OF CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Ani Deepthi, Noble V. Thomas, S. L. Sruthi
Summary: Azomethine imines are a versatile class of dipoles that are increasingly used for synthesizing biologically relevant heterocycles. This review covers various reactions involving different types of azomethine imines from 2015-2020, as well as any reported mechanistic aspects.
NEW JOURNAL OF CHEMISTRY
(2021)
Article
Chemistry, Organic
Andrea Vopalenska, Vojtech Docekal, Simona Petrzelova, Ivana Cisarova, Jan Vesely
Summary: The present study reports an asymmetric organocascade reaction that efficiently catalyzes the reaction between oxindole-derived alkenes and 3-bromo-1-nitropropane using a bifunctional catalyst. The reaction produces spirooxindole-fused cyclopentanes in moderate-to-good isolated yields (15-69%) with excellent stereochemical outcomes. The synthetic utility of the protocol is demonstrated through additional transformations of the resulting spirooxindole compounds.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Meiling Chen, Wenyan Sun, Jingjing Yang, LuLu Yuan, Jian-Qiang Chen, Jie Wu
Summary: A general and environmentally friendly organic photo-induced strategy was developed for the synthesis of diverse alkyl-substituted beta-amino sulfone derivatives. Various carboxylic acid derivatives, from the simplest acetic acid to sterically bulky tertiary acids, can participate in this transformation.
Article
Chemistry, Organic
Pallabita Basu, Nishikant Satam, Soumyaranjan Pati, Alati Suresh, Irishi N. N. Namboothiri
Summary: The reactivity of Hauser-Kraus (H-K) donor, 3-sulfonylphthalide, with various activated imines under basic conditions is demonstrated. Depending upon the stoichiometry of the base, the reaction of 3-sulfonylphthalide with Boc-protected aldimine provides access to 1,2-imine adducts and alkylidenephthalides. The alkylidenephthalides can be transformed to ketophthalides, and Boc-protected isatinimines can undergo efficient H-K annulation to provide spiro-isoquinolinone-oxindoles.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Yi An, Fang Zhang, Guangfen Du, Zhihua Cai, Lin He
Summary: A mild and transition-metal free tandem reaction has been developed for the construction of 6H-benzo[c]thiochromenes. Thionoesters react with arynes to afford different structures of products in yields ranging from 37-80% and 51-75%.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Multidisciplinary
Hongmei Qin, Qimei Xie, Long He
Summary: This study developed a simple and convenient method to synthesize functionalized chroman-spirobenzofuran-2-one scaffolds via oxa-Michael/1,6-conjugated addition, providing an efficient strategy for constructing desired spirocyclic compounds.
Review
Chemistry, Organic
Girija S. Singh
Summary: Asymmetric organic synthesis is crucial in drug development, with many functional group transformation reactions seeing significant progress under green conditions.
CURRENT ORGANIC CHEMISTRY
(2021)
Review
Chemistry, Multidisciplinary
Zhen-Wei Zhang, Shao-Wu Liu, Hong-Ping Huang, Yu-Hang Xie, Ruo-Chen Huang, Yan-Qiu Deng, Ning Lin
Summary: In this mini-review, we systematically analyze and reorganize the published literature on dehydroabietane-type bifunctional organocatalysts in the recent decade according to the type of catalysts. Our aim is for this review to provide helpful research information and serve as a foundation for further design and application of rosin-based organocatalysts.
Review
Chemistry, Organic
Zhen-Hua Wang, Yong You, Jian-Qiang Zhao, Yan-Ping Zhang, Jun-Qing Yin, Wei-Cheng Yuan
Summary: In conjugated pi systems, suitable strategies can generate pi-extended enolates from pronucleophiles and these tend to undergo stereoselective vinylogous reactions for remote functionalization. However, bench-stable unsaturated pronucleophiles have historically lacked proximal functionalization. Recent development of synthetic methods and catalytic systems have addressed this issue. This review highlights the achievements, mechanism insights, and challenges in the proximal functionalization of unsaturated pronucleophiles.
ORGANIC CHEMISTRY FRONTIERS
(2023)
Review
Chemistry, Organic
Tauqir Ahmad, Nisar Ullah
Summary: The oxa-Michael reaction is an effective and straightforward method for synthesizing a variety of oxygen-containing heterocycles, frequently found in biologically active substances. Organocatalytic asymmetric OMR has enabled the synthesis of diverse oxygen-containing heterocycles with high enantio- and/or diastereoselectivity.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Article
Chemistry, Organic
Roman S. Malykhin, Ivan S. Golovanov, Yulia Nelyubina, Sema L. Ioffe, Alexey Yu Sukhorukov
Summary: The reaction between six-membered cyclic nitronates and disubstituted ketenes can produce saturated oxazolo[3,2-b][1,2]-oxazines with up to four contiguous stereogenic centers. The process involves a tandem of [3+2]-cycloaddition and [1,3]-rearrangement, leading to the formation of precursors for other fused oxazine derivatives.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
