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Journal articles on the topic 'Iodocyclisation'

Author: Grafiati

Published: 4 June 2021

Last updated: 8 February 2022

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1

Chen, Shuqi, and Bernard L. Flynn. "Iodocyclisation of Electronically Resistant Alkynes: Synthesis of 2-Carboxy (and sulfoxy)-3-iodobenzo[b]thiophenes." Australian Journal of Chemistry 74, no. 1 (2021): 65. http://dx.doi.org/10.1071/ch20218.

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The iodocyclisation of alkynes bearing tethered nucleophiles is a highly effective method for the construction and diversification of heterocycles. A key limitation to this methodology is the 5-endo-dig iodocyclisation of alkynes that have an unfavourable electronic bias for electrophilic cyclisation. These tend to direct electrophilic attack of the iodonium atom to the wrong carbon for cyclisation, thus favouring competing addition reactions. Using our previously determined reaction conditions for the 5-endo-dig iodocyclisations of electronically resistant alkynes, we have achieved efficient

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2

Fousteris, Manolis, Carole Chevrin, Jean Le Bras, and Jacques Muzart. "Water-promoted iodocyclisation of 2-allylphenols." Green Chemistry 8, no. 6 (2006): 522. http://dx.doi.org/10.1039/b602398c.

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3

Macritchie, Jacqueline A., Torren M. Peakman, Alan Silcock та Christine L. Willis. "Iodocyclisation studies on unsaturated α-hydroxy esters". Tetrahedron Letters 39, № 40 (1998): 7415–18. http://dx.doi.org/10.1016/s0040-4039(98)01611-6.

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4

Beckwith, Athelstan L. J., and Matthew J. Tozer. "The iodination and iodocyclisation of some alkenylmalonates." Tetrahedron Letters 33, no. 34 (1992): 4975–78. http://dx.doi.org/10.1016/s0040-4039(00)61249-2.

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5

Hiebel, Marie-Aude, Béatrice Pelotier, Peter Goekjian, and Olivier Piva. "2,6-Disubstituted Tetrahydropyrans by Tandem Cross-Metathesis/Iodocyclisation." European Journal of Organic Chemistry 2008, no. 4 (2008): 713–20. http://dx.doi.org/10.1002/ejoc.200700902.

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6

Bégué, Jean-Pierre, Danièle Bonnet-Delpon, Romain Dogbeavou та Michèle Ourévitch. "Trifluoromethylated furans via iodocyclisation of γ-unsaturated ethyl trifluoroacetoacetates". J. Chem. Soc., Perkin Trans. 1, № 22 (1993): 2787–91. http://dx.doi.org/10.1039/p19930002787.

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7

Davies, Deiniol, Matthew D. Fletcher, Herjan Franken, et al. "Iodocyclisation and rearrangement reactions of mono-protected allyl substituted guanidines." Tetrahedron Letters 51, no. 52 (2010): 6825–29. http://dx.doi.org/10.1016/j.tetlet.2010.10.050.

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8

Creeke, Paul I., and John M. Mellor. "Synthessi and elaboration of heterocycles via iodocyclisation of unsaturated thioureas." Tetrahedron Letters 30, no. 33 (1989): 4435–38. http://dx.doi.org/10.1016/s0040-4039(00)99382-1.

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9

Clarke, Paul A., Matthew Grist, and Mark Ebden. "An iodocyclisation/elimination approach to a DEF-ring core of FR182877." Tetrahedron Letters 45, no. 5 (2004): 927–29. http://dx.doi.org/10.1016/j.tetlet.2003.11.105.

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10

Moody, Christopher J., Peter A. Hunt, and Colin Smith. "Iodocyclisation of N-allyl ureas; a route to imidazolin-2-ones." Arkivoc 2000, no. 5 (2000): 698–706. http://dx.doi.org/10.3998/ark.5550190.0001.504.

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11

Galeazzi, Roberta, Gianluca Martelli, Giovanna Mobbili, Mario Orena, and Samuele Rinaldi. "Stereoselective iodocyclisation of 3-acylamino-2-methylene alkanoates: a computational insight." Tetrahedron 62, no. 44 (2006): 10450–55. http://dx.doi.org/10.1016/j.tet.2006.08.015.

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12

Barks, Jenny M., David W. Knight, Christopher J. Seaman, and Gordon G. Weingarten. "Predictive models for the overall 5-endo-trig iodocyclisation of homoallylic alcohols." Tetrahedron Letters 35, no. 39 (1994): 7259–62. http://dx.doi.org/10.1016/0040-4039(94)85376-2.

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13

Jaouen, Véronique, Anne Jégou, Lénaïck Lemée, and Alain Veyrières. "Stereocontrolled synthesis of O- and C-furanosides through 1,4-iodocyclisation of d-galactal." Tetrahedron 55, no. 30 (1999): 9245–60. http://dx.doi.org/10.1016/s0040-4020(99)00480-9.

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14

Lavilla, Rodolfo, Oscar Coll, Marta Nicolàs, Bilal A. Sufi, Javier Torrents, and Joan Bosch. "Iodocyclisation of 1,4-Dihydropyridines; Synthesis and Reactivity of 1-Iodoindolo[2,3-a]quinolizidines." European Journal of Organic Chemistry 1999, no. 11 (1999): 2997–3003. http://dx.doi.org/10.1002/(sici)1099-0690(199911)1999:11<2997::aid-ejoc2997>3.0.co;2-#.

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15

Li, Diyuan, Peter W. Seavill, and Jonathan D. Wilden. "Application of Electrochemical Processes to Classical Iodocyclisation: Utility for Selectivity and Mechanistic Insight." ChemElectroChem 6, no. 23 (2019): 5829–35. http://dx.doi.org/10.1002/celc.201901502.

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16

Amjad, Muhammad, and David W. Knight. "On the rapid synthesis of highly substituted proline analogues by 5-endo-trig iodocyclisation." Tetrahedron Letters 47, no. 16 (2006): 2825–28. http://dx.doi.org/10.1016/j.tetlet.2006.02.017.

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17

Jalali-Naini, M., and J. Y. Lallemand. "Iodocyclisation of unsaturated lactols and acetals. A new route to furo-2,3b-furans and pyrans." Tetrahedron Letters 27, no. 4 (1986): 497–500. http://dx.doi.org/10.1016/s0040-4039(00)85514-8.

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18

Jordá-Gregori, Joan Miquel, Maria Eugenia González-Rosende*, Patricia Cava-Montesinos, José Sepúlveda-Arques, Roberta Galeazzi, and Mario Orena. "1,3-Oxazin-2-ones vs tetrahydrofurans by iodocyclisation of 2-alkoxycarbonylamino-3-alken-1-ols." Tetrahedron: Asymmetry 11, no. 18 (2000): 3769–77. http://dx.doi.org/10.1016/s0957-4166(00)00323-2.

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19

Kumar, Subodh, Pervinder Kaur, Anu Mittal, and Palwinder Singh. "Regio- and stereochemical aspects in the synthesis of homoallylic alcohols from benzoins and their iodocyclisation to 2,3-diphenyltetrahydrofurans." Tetrahedron 62, no. 17 (2006): 4018–26. http://dx.doi.org/10.1016/j.tet.2006.02.031.

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20

Li, Diyuan, Peter W. Seavill, and Jonathan D. Wilden. "Cover Feature: Application of Electrochemical Processes to Classical Iodocyclisation: Utility for Selectivity and Mechanistic Insight (ChemElectroChem 23/2019)." ChemElectroChem 6, no. 23 (2019): 5768. http://dx.doi.org/10.1002/celc.201901836.

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21

Feula, Antonio, Sundeep S. Dhillon, Rama Byravan, et al. "Synthesis of azetidines and pyrrolidines via iodocyclisation of homoallyl amines and exploration of activity in a zebrafish embryo assay." Organic & Biomolecular Chemistry 11, no. 31 (2013): 5083. http://dx.doi.org/10.1039/c3ob41007b.

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22

Arcadi, Antonio, Sandro Cacchi, Giancarlo Fabrizi, Fabio Marinelli, and Leonardo Moro. "A New Approach to 2,3-Disubstituted Benzo[b]furans from o-Alkynylphenols via 5-endo-dig-Iodocyclisation/Palladium-Catalysed Reactions." Synlett 1999, no. 9 (1999): 1432–34. http://dx.doi.org/10.1055/s-1999-2839.

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23

Hunt, Peter A., Christopher May, and Christopher J. Moody. "Iodocyclisations of allyl- amidines and-ureas." Tetrahedron Letters 29, no. 24 (1988): 3001–2. http://dx.doi.org/10.1016/0040-4039(88)85071-8.

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24

Al Shuhaib, Zainab, Deiniol H. Davies, Mark Dennis, et al. "Iodocyclisations reactions of Boc- and Cbz-protected N-allylguanidines." Tetrahedron 70, no. 29 (2014): 4412–19. http://dx.doi.org/10.1016/j.tet.2014.03.087.

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25

Bew, Sean P., Jenny M. Barks, David W. Knight та Robert J. Middleton. "Stereochemical features of iodocyclisations of 3-alkene-1,2-diols to β-hydroxytetrahydrofurans". Tetrahedron Letters 41, № 22 (2000): 4447–51. http://dx.doi.org/10.1016/s0040-4039(00)00613-4.

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26

Hemming, Karl, Nilesh Patel, and Christopher Chambers. "Synthesis of Benzothiadiazines, Benzothiadiazepines, and Benzothiadiazocines from Intramolecular Azide Reactions and Iodocyclisations." Synlett 2009, no. 18 (2009): 3043–47. http://dx.doi.org/10.1055/s-0029-1218278.

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27

Barks, Jenny M., David W. Knight, and Gordon G. Weingarten. "A stereoselective approach to annulated tetrahydrofurans by iodocyclisations of 2-alkenylcloalkan-1-ols." Journal of the Chemical Society, Chemical Communications, no. 6 (1994): 719. http://dx.doi.org/10.1039/c39940000719.

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28

Jones, Andrew D., David W. Knight, and David E. Hibbs. "A stereochemically flexible approach to pyrrolidines based on 5-endo-trig iodocyclisations of homoallylic sulfonamides." Journal of the Chemical Society, Perkin Transactions 1, no. 10 (2001): 1182–203. http://dx.doi.org/10.1039/b008537p.

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29

Barks, Jenny M., Gordon G. Weingarten, and David W. Knight. "A study of the stereochemical features of 5-endo-trig iodocyclisations of 2-alkenylcycloalkan-1-ols." Journal of the Chemical Society, Perkin Transactions 1, no. 20 (2000): 3469–76. http://dx.doi.org/10.1039/b004684l.

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30

Kaur, Pervinder, Palwinder Singh, and Subodh Kumar. "Regio- and stereochemical aspects in synthesis of 2-allyl derivatives of glycolic, mandelic and lactic acids and their iodocyclisations to 3-hydroxy-3,4-dihydrofuran-2(5H)-ones." Tetrahedron 61, no. 34 (2005): 8231–40. http://dx.doi.org/10.1016/j.tet.2005.06.045.

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31

JALALI-NAINI, M., and J. Y. LALLEMAND. "ChemInform Abstract: Iodocyclisation of Unsaturated Lactols and Acetals. A New Route to Furo[2,3-b]furans and Pyrans." Chemischer Informationsdienst 17, no. 23 (1986). http://dx.doi.org/10.1002/chin.198623113.

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