Author
Bo Jiang
Other affiliations: Shenzhen University, Texas Tech University, University of Science and Technology of China ...read more
Bio: Bo Jiang is an academic researcher from Jiangsu Normal University. The author has contributed to research in topics: Annulation & Cascade reaction. The author has an hindex of 43, co-authored 350 publications receiving 6367 citations. Previous affiliations of Bo Jiang include Shenzhen University & Texas Tech University.
Topics: Annulation, Cascade reaction, Chemistry, Catalysis, Domino
Papers published on a yearly basis
Papers
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TL;DR: Recent advances on multicomponent domino reactions for the construction of five-, six-, and seven-membered heterocyclic skeletons and their multicyclic derivatives are covered.
Abstract: Multicomponent domino reactions (MDRs) serve as a rapid and efficient tool for the synthesis of versatile heterocycles, particularly those containing structural diversity and complexity, by a one-pot operation. These reactions can dramatically reduce the generation of chemical wastes, costs of starting materials, and the use of energy and manpower. Moreover, the reaction period can be substantially shortened. This Review covers recent advances on multicomponent domino reactions for the construction of five-, six-, and seven-membered heterocyclic skeletons and their multicyclic derivatives.
355 citations
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TL;DR: A new four-component domino reaction has been discovered, easy to perform simply by mixing four common reactants and K(2)CO(3) in ethylene glycol under microwave irradiation.
Abstract: A new four-component domino reaction has been discovered. The reaction is easy to perform simply by mixing four common reactants and K2CO3 in ethylene glycol under microwave irradiation. The reaction proceeds rapidly and can be finished within 10−24 min with water as the major byproduct, making workup convenient. Four stereogenic centers with one quaternary carbon−amino function are controlled very well; the stereochemistry was unequivocally determined by X-ray structural analysis. The resulting pyrido[3,4-i]quinazoline derivatives are of importance for organic and medicinal research.
227 citations
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TL;DR: A catalytic domino spirocyclization of 1,7-enynes with simple cycloalkanes and cyclo-1,3-dicarbonyls has been established via multiple C-C bond formations from alkynyl/alkenyl functions and dual α,α-C(sp(3))-H abstraction/insertion.
Abstract: A catalytic domino spirocyclization of 1,7-enynes with simple cycloalkanes and cyclo-1,3-dicarbonyls has been established via multiple C–C bond formations from alkynyl/alkenyl functions and dual α,α-C(sp3)-H abstraction/insertion. The reaction involves addition, 6-exo-dig cyclization and radical coupling sequences under convenient catalytic conditions and provides a concise access to spiro cyclopenta[c]quinolines in good to excellent yields.
180 citations
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TL;DR: A metal-free cycloaddition and 1,4-addition sequence induced by S-centered radicals has been achieved by treating benzene-linked allene-ynes with aryldiazonium tetrafluoroborates and DABCO-bis(sulfur dioxide) in a one-pot procedure, providing a greener and more practical access to functionalized cyclobuta[a]naphthalen-4-ols with valuable applications.
Abstract: A metal-free [2+2] cycloaddition and 1,4-addition sequence induced by S-centered radicals has been achieved by treating benzene-linked allene-ynes with aryldiazonium tetrafluoroborates and DABCO-bis(sulfur dioxide) in a one-pot procedure. The reaction provides a greener and more practical access to functionalized cyclobuta[a]naphthalen-4-ols with valuable applications. More than 50 examples are demonstrated with excellent diastereoselectivity and chemical yields. The reaction pathway is proposed to proceed by the following steps:[2+2] cycloaddition, insertion of SO2 , 1,4-addition, diazotization, and tautomerization.
171 citations
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TL;DR: This review highlights the recent progress in this rapidly growing area by presenting a series of catalytic oxidative reactions, mechanisms and applications which have appeared in the most recent literature.
156 citations
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859 citations
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TL;DR: The present review is a transition metal-catalyzed synthesis of aromatic monocyclic heterocycles, aiming at achieving greater levels of molecular complexity and better functional group compatibilities in a convergent and atom economical fashions from readily accessible starting materials and under mild reaction conditions.
Abstract: Heterocycles constitute the largest and the most diverse family of organic compounds Among them, aromatic heterocycles represent structural motifs found in a great number of biologically active natural and synthetic compounds, drugs, and agrochemicals Moreover, aromatic heterocycles are widely used for synthesis of dyes and polymeric materials of high value 1 There are numerous reports on employment of aromatic heterocycles as intermediates in organic synthesis 2
Although, a variety of highly efficient methodologies for synthesis of aromatic heterocycles and their derivatives have been reported in the past, the development of novel methodologies is in cuntinious demand Particlularly, development of new synthetic approaches toward heterocycles, aiming at achieving greater levels of molecular complexity and better functional group compatibilities in a convergent and atom economical fashions from readily accessible starting materials and under mild reaction conditions, is one of a major research endeavor in modern synthetic organic chemistry Transition metal-catalyzed transformations, which often help to meet the above criteria, are among the most attractive synthetic tools
Several excellent reviews dealing with transition metal-catalyzed synthesis of heterocyclic compounds have been published in literature during recent years Many of them highlighted the use of a particular transition metal, such as gold,3 silver,4 palladium,5 copper,6 cobalt,7 ruthenium,8 iron,9 mercury,10 rare-earth metals,11 and others Another array of reviews described the use of a specific kind of transformation, for instance, intramolecular nucleophilic attack of heteroatom at multiple C–C bonds,12 Sonogashira reaction,13 cycloaddition reactions,14 cycloisomerization reactions,15 C–H bond activation processes,16 metathesis reactions,17 etc Reviews devoted to an application of a particular type of starting materials have also been published Thus, for example, applications of isocyanides,18 diazocompounds,19 or azides20 have been discussed In addition, a significant attention was given to transition metal-catalyzed multicomponent syntheses of heterocycles21 Finally, syntheses of heterocycles featuring formation of intermediates, such as nitrenes,22 vinylidenes,23 carbenes, and carbenoids24 have also been reviewed
The main focus of the present review is a transition metal-catalyzed synthesis of aromatic monocyclic heterocycles The organization of the review is rather classical and is based on a heterocycle, categorized in the following order: (a) ring size of heterocycle, (b) number of heteroatoms, (c) type of heterocycle, and (d) a class of transformation involved A brief mechanistic discussion is given to provide information about a possible reaction pathway when necessary The review mostly discusses recent literature, starting from 200425 until the end of 2011, however, some earlier parent transformations are discussed when needed
811 citations
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785 citations