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Journal articles on the topic 'Tandem addition/cyclization reaction'

Author: Grafiati

Published: 4 June 2021

Last updated: 9 February 2022

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1

Deng, Danfeng, Dayun Huang, Xiangyu Sun, and Biwen Gao. "Recent Advances in the Tandem Difunctionalization of Alkynes: Mechanism-Based Classification." Synthesis 53, no. 19 (2021): 3522–34. http://dx.doi.org/10.1055/a-1486-2158.

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AbstractRecent advances on the tandem difunctionalization of alkynes in the last decade (2010–2020) are summarized into five categories based on the type of mechanism: (1) radical addition and coupling for the synthesis of polysubstituted ketones and alkenes, (2) electrophilic addition of alkynes, (3) reactions mediated by haloalkynes or copper acetylides, (4) the preparation of cyclic compounds via radical processes, palladium-catalyzed reactions or conjugate additions, and (5) cyclic compounds as intermediates in ring openings. Herein, radical, electrophilic and nucleophilic reactions are discussed in detail. We hope this review will help to promote future research in this area. 1 Introduction2 Radical Addition and Coupling3 Electrophilic Addition4 Reactions Mediated by Haloalkynes or Copper Acetylides5 Cyclization6 Cyclization and Ring Opening7 Conclusions

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2

Yuan, Lang, and Hai-Tao Yu. "A Density Functional Theory Investigation of the Tandem Radical Cyclization of 1-[2-Yl-3-(2-Methoxyphenyl)-prop-2-enyl]-6-oxo-1,6-dihydropyridine-2-carbonitrile." Australian Journal of Chemistry 69, no. 3 (2016): 319. http://dx.doi.org/10.1071/ch15369.

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A density functional theory investigation of the mechanism of the titled reaction has been performed. The results suggest that the compound 1-[2-iodo-3-(2-methoxyphenyl)-prop-2-enyl]-6-oxo-1,6-dihydropyridine-2-carbonitrile would rather be converted into the titled free radical by deiodination than go by way of a Diels–Alder cycloaddition and HI-elimination to access the experimentally observed product. The deiodination of the radical precursor is followed by tandem radical cyclizations and hydrogen-loss oxidations to generate tetracyclic non-radical products. The mechanism of the tandem reaction was determined by an examination of the calculated reaction barriers, attack trajectories, and interaction energies between key orbitals. Furthermore, the H-loss oxidation of the addition intermediates by several H-abstractors were carefully analyzed. The theoretical results are in close agreement with the available experimental evidence. The detailed reaction mechanism and knowledge of such an intramolecular tandem radical cyclization presented in this study not only provide insight into the nature of tandem cyclizations but also serves as a useful guide for future experimental investigations.

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3

Li, Xuanxuan, Shengyi Zhuang, Xinxin Fang, Ping Liu, and Peipei Sun. "Addition of nitrogen dioxide to carbon–carbon double bond followed by a cyclization to construct nitromethylated isoquinolinediones." Organic & Biomolecular Chemistry 15, no. 8 (2017): 1821–27. http://dx.doi.org/10.1039/c6ob02797k.

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4

Yu, Shuling, Kun Hu, Julin Gong, et al. "Palladium-catalyzed tandem addition/cyclization in aqueous medium: synthesis of 2-arylindoles." Organic & Biomolecular Chemistry 15, no. 20 (2017): 4300–4307. http://dx.doi.org/10.1039/c7ob00572e.

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5

Liu, Shuyang, Wenna Pan, Songxiao Wu, et al. "Visible-light-induced tandem radical addition–cyclization of 2-aryl phenyl isocyanides catalysed by recyclable covalent organic frameworks." Green Chemistry 21, no. 11 (2019): 2905–10. http://dx.doi.org/10.1039/c9gc00022d.

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A heterogeneous visible-light-induced tandem radical addition–cyclization of isocyanides by photoactive covalent organic frameworks was developed, delivering diverse phenanthridines with high reaction efficiency and easy catalyst recyclability.

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6

Fan, Jian, Shengke Wang, Jiahui Chen, Manyi Wu, Jitan Zhang, and Meihua Xie. "Synthesis of 2-acetyl trisubstituted furans via copper-mediated deacylation cleavage of unstrained C(sp3)–C(sp2) bonds." Organic Chemistry Frontiers 6, no. 4 (2019): 437–41. http://dx.doi.org/10.1039/c8qo01139g.

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7

Hsieh, Jen-Chieh, and Haw-Lih Su. "Synthesis of N-Heterocycles via Transition-Metal-Catalyzed Tandem Addition/Cyclization of a Nitrile." Synthesis 52, no. 06 (2020): 819–33. http://dx.doi.org/10.1055/s-0039-1691561.

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The diverse methodologies to synthesize N-heterocycles through transition-metal-catalyzed cascade addition/cyclization of a nitrile are discussed in this review. Aspects relating to three types of transition-metal-catalyzed addition of a nitrile with subsequent cyclization include (1) a transition-metal acting as a Lewis acid to accelerate the nucleophilic addition of a nitrile, (2) the late-transition-metal-catalyzed 1,2-insertion of a nitrile, and (3) an in situ generated radical by transition-metal catalysis to implement a radical addition/cyclization tandem reaction. Applications for the synthesis of natural alkaloids, their derivatives, and some bioactive compounds are also summarized herein.1 Introduction2 Nucleophilic Addition of a Nitrile Accelerated by a Lewis Acid2.1 Late-Transition-Metal Catalysis2.2 Early-Transition-Metal Catalysis2.3 Lanthanide-Metal Catalysis2.4 Cyclization from N-Arylnitriliums3 Transition-Metal-Catalyzed Insertion of a Nitrile4 Transition-Metal-Catalyzed Radical Addition of a Nitrile5 Conclusions

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8

Hoffmann, Norbert, Samuel Bertrand, Siniša Marinković, and Jens Pesch. "Efficient radical addition of tertiary amines to alkenes using photochemical electron transfer." Pure and Applied Chemistry 78, no. 12 (2006): 2227–46. http://dx.doi.org/10.1351/pac200678122227.

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An efficient photoinduced radical addition of tertiary amine, mainly cyclic derivatives, to electron-deficient alkenes was developed. The reaction was applied to the asymmetric synthesis of the pyrrolizidine alkaloids laburnine and isoretronecanol. The method was then optimized for the addition of a larger variety of tertiary amines, in particular acyclic ones. Radical tandem addition cyclization reactions with unsaturated tertiary amines have also been investigated. A detailed mechanistic study using isotopic labeling enabled the optimization of a corresponding reaction with N,N-dialkylaniline derivatives. The origin of the high reaction stereoselectivity achieved with menthyloxyfuranone was elucidated. The radical addition of tertiary amines was also performed with heterogeneous photocatalysis using inorganic semiconductors as sensitizers.

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9

Fei, Weihong, Ping Xu, Jie Hou, and Weijun Yao. "Phosphine catalyzed [3+2] cyclization/Michael addition of allenoate with CS2 to form 2-thineyl vinyl sulfide." Chemical Communications 56, no. 78 (2020): 11669–72. http://dx.doi.org/10.1039/d0cc05070a.

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We have developed a DPPE-catalyzed three molecular two component tandem reaction of γ-substituted allenoate and CS<sub>2</sub> to construct 2-thineyl vinyl sulfide through phosphine catalyzed [3+2] cyclization followed by Michael addition.

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10

Behr, Jean-Bernard, Adel Kalla, Dominique Harakat, and Richard Plantier-Royon. "Tandem Nucleophilic Addition/Cyclization Reaction in the Synthesis of Ketimine-Type Iminosugars." Journal of Organic Chemistry 73, no. 9 (2008): 3612–15. http://dx.doi.org/10.1021/jo702616x.

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11

Sibi, Mukund P., Kalyani Patil, and Tara R. Rheault. "Synthesis of Oxacycles by Tandem Radical Addition−Cyclization Reactions." European Journal of Organic Chemistry 2004, no. 2 (2004): 372–84. http://dx.doi.org/10.1002/ejoc.200300063.

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12

Wang, H. X., L. L. Wu, Y. M. Wang, and Z. H. Zhou. "Organocatalyzed asymmetric tandem Michael-cyclization reaction of 4-benzylidene-3-methylpyrazol-5-ones and malononitrile: stereocontrolled construction of pyrano[2,3-c]pyrazole scaffold." RSC Advances 5, no. 53 (2015): 42836–42. http://dx.doi.org/10.1039/c5ra04356e.

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Stereocontrolled construction of pyrano[2,3-c]pyrazole scaffold has been realized via chiral squaramide catalyzed asymmetric tandem Michael addition/cyclization reaction of 4-benzylidenepyrazol-5(4H)-ones and malononitrile.

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13

Mola, Antonia, Rosanna Filosa, and Antonio Massa. "Dimethyl 2-(1-Methyl-3-oxo-1,3-dihydroisobenzofuran-1-yl)malonate." Molbank 2020, no. 2 (2020): M1124. http://dx.doi.org/10.3390/m1124.

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In this work we report a facile access to a 3,3-disubstituted isobenzofuranone by tandem addition/cyclization reaction to methyl 2-acetylbenzoate in the presence of dimethyl malonate, under basic conditions.

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14

Zhao, Shangkun, Yuanyuan Zhu, Minli Zhang, Xixi Song, and Junbiao Chang. "Base-Mediated Tandem 1,6-Addition/Cyclization/Isomerization Reactions between para-Quinone Methides and Benzyl Chlorides: Approaches to Diverse Frameworks at Each Cascade Stage." Synthesis 51, no. 10 (2019): 2136–48. http://dx.doi.org/10.1055/s-0037-1610691.

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Base-mediated stereospecific tandem reactions using para-quinone methides and carbene-like benzyl chlorides are developed. DBU-mediated 1,6-addition/cyclization/isomerization reactions produce triarylsubstituted alkenes in 43–89% yields and Z/E ratios of 5:1 to 35:1 in favor of the Z-isomers. Single-step 1,6-conjugate additions are realized with the mediation of cesium carbonate, and different triaryl chloroethanes are obtained in yields of 41–54% and excellent diastereoselectivities of more than 20:1. In addition, tandem 1,6-addition/cyclization reactions are achieved using tuned 2,4-disubstituted benzyl chlorides to afford diaryl spirocyclopropyl para-dienones in yields of 35–83% and diastereoselectivities of more than 20:1 in favor of the anti-isomers. The transformations from triaryl chloroethanes and spirocyclopropyl para-dienones into triarylsubstituted alkenes are also demonstrated to support the proposed tandem mechanisms.

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15

Rani, Mani Anusha, Sundaravel Vivek Kumar, Somi Santharam Roja, et al. "Synthesis of highly functionalized 2-thiaspiro[4.5]deca-6,8-dienes via atom efficient tandem Michael addition/Thorpe–Ziegler cyclization." RSC Advances 6, no. 46 (2016): 40585–92. http://dx.doi.org/10.1039/c6ra05572a.

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The reaction of 2,4-bis((Z)-arylidene)dihydrothiophen-3(2H)-ones and 2-(1-arylethylidene)malononitriles proceeded through a tandem sequence of reactions in a single step affording 2-thiaspiro[4.5]deca-6,8-dienes in quantitative yields.

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16

Liu, Ji-Kai, Huan Sun, Yue Jiang, Ming-Kun Lu, Yun-Yun Li, and Li Li. "Iron-Catalyzed Tandem Radical Addition/Cyclization: Highly Efficient Access to Methylated Quinoline-2,4-diones." Synlett 31, no. 20 (2020): 2049–53. http://dx.doi.org/10.1055/s-0039-1691574.

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A visible-light-induced and iron-catalyzed oxidative radical addition/cyclization cascade reaction of N-(o-cyanoaryl)acrylamides with dimethyl sulfoxide has been developed. The method exhibits a wide substrate scope and an excellent functional-group tolerance, thus providing an efficient and convenient access to a variety of methylated quinoline-2,4-diones.

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17

Xing, Siyang, Hong Cui, Jiajing Qin, et al. "Diastereoselective synthesis ofcis-1,3-disubstituted isoindolinesviaa highly site-selective tandem cyclization reaction." Organic Chemistry Frontiers 5, no. 12 (2018): 1950–56. http://dx.doi.org/10.1039/c8qo00316e.

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18

Liu, Xiao, Lingjuan Zhang, Xianxiu Xu, et al. "Aerobic copper-catalyzed oxidative [6C+1C] annulation: an efficient route to seven-membered carbocycles." Chem. Commun. 50, no. 63 (2014): 8764–67. http://dx.doi.org/10.1039/c4cc03095h.

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A copper-catalyzed aerobic tandem Michael addition–intramolecular radical cyclization–benzyl C(sp<sup>3</sup>)–H bond oxidation reaction of dicinnamoyl ketene dithioacetals and ethyl cyanoacetate was developed for the diastereoselective synthesis of seven-membered carbocycles.

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19

Kiamehr, Mostafa, Firouz Matloubi Moghaddam, Satenik Mkrtchyan, et al. "Tandem dinucleophilic cyclization of cyclohexane-1,3-diones with pyridinium salts." Beilstein Journal of Organic Chemistry 9 (June 10, 2013): 1119–26. http://dx.doi.org/10.3762/bjoc.9.124.

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The cyclization of cyclohexane-1,3-diones with various substituted pyridinium salts afforded functionalized 8-oxa-10-aza-tricyclo[7.3.1.02,7]trideca-2(7),11-dienes. The reaction proceeds by regioselective attack of the central carbon atom of the 1,3-dicarbonyl unit to 4-position of the pyridinium salt and subsequent cyclization by base-assisted proton migration and nucleophilic addition of the oxygen atom to the 2-position, as was elucidated by DFT computations. Fairly extensive screening of bases and additives revealed that the presence of potassium cations is essential for formation of the product.

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20

Muthu, Muthumani, Rakkappan Vishnu Priya, Abdulrahman I. Almansour, Raju Suresh Kumar, and Raju Ranjith Kumar. "Synthesis of indole–cycloalkyl[b]pyridine hybrids via a four-component six-step tandem process." Beilstein Journal of Organic Chemistry 14 (November 22, 2018): 2907–15. http://dx.doi.org/10.3762/bjoc.14.269.

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The one-pot four-component reaction of 3-(1H-indol-3-yl)-3-oxopropanenitriles, aromatic aldehydes, cycloalkanones and ammonium acetate occurred via a six-step tandem Knoevenagel condensation–nucleophilic addition to carbonyl–Michael addition–N-cyclization–elimination–air oxidation sequence to afford structurally intriguing indole–cycloalkyl[b]pyridine-3-carbonitrile hybrid heterocycles in excellent yields.

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21

Yin, Yan, Wenying Ma, Zhuo Chai, and Gang Zhao. "Et2Zn-Catalyzed Intramolecular Hydroamination of Alkynyl Sulfonamides and the Related Tandem Cyclization/Addition Reaction." Journal of Organic Chemistry 72, no. 15 (2007): 5731–36. http://dx.doi.org/10.1021/jo070681h.

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22

Ma, Shengming, and Ning Jiao. "Pd0-Catalyzed Three-Component Tandem Double-Addition-Cyclization Reaction: Stereoselective Synthesis ofcis-Pyrrolidine Derivatives." Angewandte Chemie 114, no. 24 (2002): 4931–34. http://dx.doi.org/10.1002/ange.200290032.

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23

Ma, Shengming, and Ning Jiao. "Pd0-Catalyzed Three-Component Tandem Double-Addition-Cyclization Reaction: Stereoselective Synthesis ofcis-Pyrrolidine Derivatives." Angewandte Chemie International Edition 41, no. 24 (2002): 4737–40. http://dx.doi.org/10.1002/anie.200290033.

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24

Zhang, Xia, Jingjing Ji, Yingguang Zhu, Changcheng Jing, Ming Li, and Wenhao Hu. "A highly diastereoselective three-component tandem 1,4-conjugated addition–cyclization reaction to multisubstituted pyrrolidines." Organic & Biomolecular Chemistry 10, no. 10 (2012): 2133. http://dx.doi.org/10.1039/c2ob06760a.

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25

Miyabe, Hideto, Masafumi Ueda, Kayoko Fujii, Azusa Nishimura, and Takeaki Naito. "Tandem Carbon−Carbon Bond-Forming Radical Addition-Cyclization Reaction of Oxime Ether and Hydrazone." Journal of Organic Chemistry 68, no. 14 (2003): 5618–26. http://dx.doi.org/10.1021/jo0341057.

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26

Youn, So Won, Ju-Hyun Song, and Dai-Il Jung. "Rhodium-Catalyzed Tandem Conjugate Addition−Mannich Cyclization Reaction: Straightforward Access to Fully Substituted Tetrahydroquinolines." Journal of Organic Chemistry 73, no. 14 (2008): 5658–61. http://dx.doi.org/10.1021/jo800914c.

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27

Chen, Bo, and Shengming Ma. "Tandem Michael Addition/Cyclization Reaction of 2,3-Allenoates with Organozincs: Facile Synthesis of Isocoumarins." Organic Letters 15, no. 15 (2013): 3884–87. http://dx.doi.org/10.1021/ol401625t.

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28

Miyabe, Hideto, Hirotaka Tanaka, and Takeaki Naito. "Solid-Phase Tandem Radical Addition-Cyclization Reaction: Triethylborane-Induced Reaction of Oxime Ethers Anchored to Polymer Support." CHEMICAL & PHARMACEUTICAL BULLETIN 52, no. 7 (2004): 842–47. http://dx.doi.org/10.1248/cpb.52.842.

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29

Liu, Yi, An-Xin Wu, Qun Cai, Hui-Yang Sheng, and Deng-Kui Li. "Base-Promoted Tandem Cyclization for the Synthesis of Polyfunctional 2-Hydroxy-2,3-dihydrofurans from Arylglyoxal Monohydrates and 3-(1H-Indol-3-yl)-3-oxopropanenitrile." Synlett 29, no. 14 (2018): 1926–32. http://dx.doi.org/10.1055/s-0037-1609555.

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An efficient base-promoted tandem cyclization for the synthesis of polyfunctional 2-hydroxy-2,3-dihydrofurans from arylglyoxal monohydrates and 3-(1H-indol-3-yl)-3-oxopropanenitrile has been established. The investigation of the mechanism suggested that this reaction proceeds through a Knoevenagel condensation–Michael addition–oxidation–cyclization sequence. This method demonstrates the compatibility with a wide range of functional groups to produce the 2-hydroxy-2,3-dihydrofuran scaffolds in good to excellent yields in one pot.

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30

Gong, Julin, Kun Hu, Yinlin Shao, et al. "Tandem addition/cyclization for synthesis of 2-aroyl benzofurans and 2-aroyl indoles by carbopalladation of nitriles." Organic & Biomolecular Chemistry 18, no. 3 (2020): 488–94. http://dx.doi.org/10.1039/c9ob02408e.

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31

Ueda, Masafumi, Hideto Miyabe, Azusa Nishimura, Okiko Miyata, Yoshiji Takemoto, and Takeaki Naito. "Indium-Mediated Tandem Radical Addition−Cyclization-Trap Reactions in Aqueous Media." Organic Letters 5, no. 21 (2003): 3835–38. http://dx.doi.org/10.1021/ol035357x.

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32

Li, Kangying, and Alexandre Alexakis. "Copper catalyzed tandem asymmetric conjugate addition–cyclization reaction in the presence of chiral phosphoramidite ligands." Tetrahedron Letters 46, no. 46 (2005): 8019–22. http://dx.doi.org/10.1016/j.tetlet.2005.09.065.

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33

Terada, Masahiro, Chikashi Kanazawa, and Akira Ito. "Phosphazene-Base-Catalyzed Tandem Addition-Cyclization Reaction of o-Alkynylbenzaldehyde with Oxygen and Nitrogen Nucleophiles." Synlett 2009, no. 04 (2009): 638–42. http://dx.doi.org/10.1055/s-0028-1087909.

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34

Alizadeh, Abdolali, Ameneh Zarei, and Atieh Rezvanian. "Rapid and Facile Access to Indeno[1,2-d]imidazoles via a Tandem AdditionCyclization Reaction." Helvetica Chimica Acta 94, no. 10 (2011): 1802–5. http://dx.doi.org/10.1002/hlca.201100062.

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35

Xiong, Wenzhang, Zhongyan Chen, Yinlin Shao, Renhao Li, Kun Hu, and Jiuxi Chen. "The synthesis of fluorescent benzofuro[2,3-c]pyridines via palladium-catalyzed heteroaromatic C–H addition and sequential tandem cyclization." Organic Chemistry Frontiers 7, no. 5 (2020): 756–62. http://dx.doi.org/10.1039/c9qo01491h.

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36

Yang, Tonghao, Haizhen Zhu, and Wei Yu. "Copper-catalyzed radical reactions of 2-azido-N-arylacrylamides with 1-(trifluoromethyl)-1,2-benziodoxole and 1-azidyl-1,2-benziodoxole." Organic & Biomolecular Chemistry 14, no. 13 (2016): 3376–84. http://dx.doi.org/10.1039/c6ob00226a.

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The tandem addition/cyclization reactions of 2-azido-N-arylacrylamides with 1-(trifluoromethyl)-1,2-benziodoxole and 1-azidyl-1,2-benziodoxole-derived trifluoromethyl radicals and azidyl radicals were investigated.

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37

Li, Jian-Jun, Zhiwei Chen, Yangyang Fan, Lei Zheng, and Zhaohai Yang. "Practical Synthesis of Functionalized Chromeno[3,4-c]pyridine Derivatives via a CuCl2-Catalyzed Tandem Reaction of the Blaise Reaction Intermediates and 3-Cyanocoumarins." Synlett 29, no. 07 (2018): 959–63. http://dx.doi.org/10.1055/s-0036-1591535.

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This work discloses a novel and eﬃcient protocol for the construction of functionalized chromeno[3,4-c]pyridine derivatives from the Blaise reaction intermediates and 3-cyanocoumarins through a CuCl2-catalyzed sequential Michael addition/intramolecular cyclization/oxidative aromatization reaction. This new method shows the advantages of mild reaction conditions, easy workup, nonchromatographic puriﬁcation technique, good functional group tolerance, and moderate to good yields.

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38

Han, Xiuling, and Xiyan Lu. "Palladium(II)-Catalyzed Redox-Neutral Cyclizations of Alkynes Containing Alkenyl or Electrophilic Functional Groups: A Convenient Synthesis of Carbocycles and Heterocycles." Synlett 29, no. 19 (2018): 2461–80. http://dx.doi.org/10.1055/s-0037-1609913.

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The palladium(II)-catalyzed redox-neutral cyclizations of alkynes bearing alkenyl or electrophilic functional groups, such as carbonyl, imino, or cyano groups, were developed to provide convenient approaches to various carbocycles and heterocycles. These tandem reactions are initiated by nucleopalladation of alkynes, transmetalation of arylboron reagents with palladium, or hydropalladation of alkynes, and they are quenched by β-heteroatom elimination, addition to electron-deficient alkenes, or addition to carbon–heteroatom multiple bonds. This account reviews these types of reaction, with a focus on our contributions to the field.1 Introduction2 Tandem Reactions of Functionalized Alkynes Initiated by Nucleopalladation3 Tandem Reactions Of Functionalized Alkynes Initiated by Transmetalation of Palladium(Ii) with Arylboron Reagents4 Tandem Reactions of Functionalized Alkynes Initiated by Hydropalladation5 Conclusion

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39

Ding, Qiuping, Banpeng Cao, Zhenzhen Zong, and Yiyuan Peng. "Silica Gel-Promoted Tandem Addition−Cyclization Reactions of 2-Alkynylbenzenamines with Isothiocyanates." Journal of Combinatorial Chemistry 12, no. 3 (2010): 370–73. http://dx.doi.org/10.1021/cc100012a.

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40

Holan, Martin, Radek Pohl, Ivana Císařová, Blanka Klepetářová, Peter G. Jones, and Ullrich Jahn. "Highly Functionalized Cyclopentane Derivatives by Tandem Michael Addition/Radical Cyclization/Oxygenation Reactions." Chemistry - A European Journal 21, no. 27 (2015): 9877–88. http://dx.doi.org/10.1002/chem.201500424.

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41

Ye, Shengqing, Qiuping Ding, Zhiyong Wang, Haibo Zhou, and Jie Wu. "Tandem addition-cyclization reactions of 2-alkynylbenzenamines with isocyanates catalyzed by PdCl2." Organic & Biomolecular Chemistry 6, no. 23 (2008): 4406. http://dx.doi.org/10.1039/b812015c.

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42

Nagaoka, Yasuo, та Kiyoshi Tomioka. "Cyclization of α,β,ψ,ω-Unsaturated Bisphosphonates Using Organolithium-Initiated Conjugate Addition−Michael Tandem Reaction". Organic Letters 1, № 9 (1999): 1467–69. http://dx.doi.org/10.1021/ol991024h.

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43

Honda, Takahiro, and Miwako Mori. "Novel Cyclization Reaction by Tandem Michael Addition -Dieckmann Condensation Using Stannyl Anion Generated from Bu3SnSiMe3and F−." Chemistry Letters 23, no. 6 (1994): 1013–16. http://dx.doi.org/10.1246/cl.1994.1013.

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44

Zhang, Xia, Jingjing Ji, Yingguang Zhu, Changcheng Jing, Ming Li, and Wenhao Hu. "ChemInform Abstract: A Highly Diastereoselective Three-Component Tandem 1,4-Conjugated Addition-Cyclization Reaction to Multisubstituted Pyrrolidines." ChemInform 43, no. 33 (2012): no. http://dx.doi.org/10.1002/chin.201233120.

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45

Chen, Bo, and Shengming Ma. "ChemInform Abstract: Tandem Michael Addition/Cyclization Reaction of 2,3-Allenoates with Organozincs: Facile Synthesis of Isocoumarins." ChemInform 44, no. 51 (2013): no. http://dx.doi.org/10.1002/chin.201351165.

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46

Huynh, Thao Nguyen Thanh, Theeranon Tankam, Shinichi Koguchi, Tanawat Rerkrachaneekorn, Mongkol Sukwattanasinitt, and Sumrit Wacharasindhu. "Electrochemical NaI/NaCl-mediated one-pot synthesis of 2-aminobenzoxazoles in aqueous media via tandem addition–cyclization." Green Chemistry 23, no. 14 (2021): 5189–94. http://dx.doi.org/10.1039/d1gc01131f.

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47

Curran, Dennis P., Weir-Torn Jiaang, Michael Palovich, and Yeun-Min Tsai. "Acylsilanes as Geminal Radical Acceptor/Radical Donor Equivalents in Tandem Cyclization/Addition Reactions." Synlett 1993, no. 06 (1993): 403–4. http://dx.doi.org/10.1055/s-1993-22471.

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48

Chai, Guobi, Shangze Wu, Chunling Fu, and Shengming Ma. "A Straightforward Synthesis of Cyclobutenones via a Tandem Michael Addition/Cyclization Reaction of 2,3-Allenoates with Organozincs." Journal of the American Chemical Society 133, no. 11 (2011): 3740–43. http://dx.doi.org/10.1021/ja1108694.

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Guo, Hao, Rong Qian, Yuanxi Liao, Shengming Ma, and Yinlong Guo. "ESI-MS Studies on the Mechanism of Pd(0)-Catalyzed Three-Component Tandem Double Addition-Cyclization Reaction." Journal of the American Chemical Society 127, no. 37 (2005): 13060–64. http://dx.doi.org/10.1021/ja052588l.

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He, Xinwei, Hui Wang, Xiaoting Cai, Qianqian Li, Jiajia Tao, and Yongjia Shang. "FeCl3-promoted tandem 1,4-conjugate addition/6-endo-dig cyclization/oxidation of propargylamines and benzoylacetonitriles/malononitriles: direct access to functionalized 2-aryl-4H-chromenes." Organic & Biomolecular Chemistry 16, no. 39 (2018): 7191–202. http://dx.doi.org/10.1039/c8ob01927d.

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Abstract:

Efficient and concise procedure for the synthesis of 2-aryl-4H-chromenes based on a tandem reaction of propargylamines and benzoylacetonitriles/malononitriles in the presence of FeCl<sub>3</sub> as an environmentally friendly promoter.

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