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Journal articles on the topic 'Cyclialkylation'

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Published: 5 June 2025

Last updated: 1 August 2025

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1

Davis, BR, SJ Johnson, and PD Woodgate. "Diterpene Synthesis. IV. Synthesis of Some Octahydrophenanthrenes and a Contribution to the Mechanisms of Cyclialkylations." Australian Journal of Chemistry 40, no. 7 (1987): 1283. http://dx.doi.org/10.1071/ch9871283.

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The cis octahydrophenanthrene (3), a product of the acid-catalysed cyclialkylation of alcohol (1), has been synthesized. Various analogues having cis A/B stereochemistry have also been isolated from cyclization reactions; in these cases there is no rearrangement of the carbon skeleton, as shown by isotopic labelling. Variable temperature n.m.r. studies have been used to define the conformations of some of the cis octahydrophenanthrenes. The mechanisms of cyclialkylations leading to octahydrophenanthrenes can now be clarified.

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2

Majetich, George, and David Siesel. "A Cyclialkylation-based Synthesis of (±)-Nimbidiol." Synlett 1995, SI (1995): 559–60. http://dx.doi.org/10.1055/s-1995-5271.

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3

PRASAD, R. S., and R. M. ROBERTS. "ChemInform Abstract: Cyclialkylation Studies. Part 2. Acylation/Cyclialkylation of Allylbenzene: A Novel Synthesis of 4-Benzyl-2-tetralone." ChemInform 22, no. 36 (2010): no. http://dx.doi.org/10.1002/chin.199136169.

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4

Negishi, Ei-ichi, Yantao Zhang, and Vahid Bagheri. "Highly stereoselective synthesis of exocyclic alkenes via cyclialkylation." Tetrahedron Letters 28, no. 47 (1987): 5793–96. http://dx.doi.org/10.1016/s0040-4039(01)81055-8.

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5

MAJETICH, G., and D. SIESEL. "ChemInform Abstract: A Cyclialkylation-Based Synthesis of (.+-.)-Nimbidiol." ChemInform 26, no. 39 (2010): no. http://dx.doi.org/10.1002/chin.199539210.

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6

Elings, Jacob A., Roger S. Downing, and Roger A. Sheldon. "Cyclialkylation of Arylalkyl Epoxides with Solid Acid Catalysts." European Journal of Organic Chemistry 1999, no. 4 (1999): 837–46. http://dx.doi.org/10.1002/(sici)1099-0690(199904)1999:4<837::aid-ejoc837>3.0.co;2-7.

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7

Ledneczki, István, Peter Forgo, and Árpád Molnár. "Fused Polycyclic Hydrocarbons Through Superacid-Induced Cyclialkylation of Aromatics." Catalysis Letters 119, no. 3-4 (2007): 296–303. http://dx.doi.org/10.1007/s10562-007-9234-2.

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8

Ali, A. Khalaf, M. Awad Ibrahim, I. El-Emary Talaat, and A. K. Abd EI-Aal Hassan. "Modern Friedel-Crafts chemistry. Part-29. Cyclialkylation of some triphenylated propane, butane and pentane substrates to diphenylated indans under Friedel-Crafts conditions." Journal of Indian Chemical Society Vol. 85, Mar 2008 (2008): 300–305. https://doi.org/10.5281/zenodo.5814150.

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Chemistry Department, Faculty of Science, Assiut University, Assiut, Egypt <em>E-mail:</em> khalafal@anu.edu.eg <em>Manuscript received 9 January 2007, revised 5 November 2007, accepted 26 November 2007</em> Reactions under Friedel-Crafts cyclialkylation conditions produced : isomeric 1,2-diphcnylindans from 1,2,3- triphcnyl-(1- or 2-)propanol and 1-chloro-2,3,3-triphcnylpropane, trans-2-bcnzyl-1-phenylindan from 2-benzyl-1,3-diphenyl· 2-propanol, isomeric 1-methyl-1,2-diphcnylindans from 2,3,4-triphenyl-2-butanol, 1,1-dimethyl-3,4-diphcnylindan from 2-methyl-3,4,4-triphcnyl-2-butanol,

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9

Abd El-Aal, Hassan A. K., and Ali A. Khalaf. "Friedel–Crafts Chemistry. Part 46. Unprecedented Construction of Tricyclic Pyrazolo[3,4-b]quinolines, -[1,8]naphthyridines, -azepines, -azocines, -pyrido[3,2-g]azocines, and pyrazolo[3,4-b]azonines via Friedel–Crafts Ring Closures." Australian Journal of Chemistry 69, no. 6 (2016): 652. http://dx.doi.org/10.1071/ch15526.

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A series of keto-substituted pyrazolo[3,4-b]quinolines, pyrazolo[3,4-b][1,8]naphthyridines, benzo[e]pyrazolo[3,4-b]azepines, benzo[g]pyrazolo[3,4-b]azocines, pyrazolo[3,4-b]pyrido[3,2-g]azocines, and benzo[g]pyrazolo[3,4-b]azonines scaffolds were synthesized via a Friedel–Crafts cyclialkylation approach. The precursor acids were obtained by utilizing the modified Ullman coupling reactions of 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carboxylic acid with different aryl amines followed by ring closures in the presence of AlCl3/CH3NO2 or P2O5 or polyphosphoric acid catalysts. Particular attention

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10

Prasad, Ramanujam S., and Royston M. Roberts. "Acylation/Cyclialkylation of Allylbenzene: A Novel Synthesis of 4-Benzyl-2-Tetralone#." Synthetic Communications 21, no. 3 (1991): 385–93. http://dx.doi.org/10.1080/00397919108016760.

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11

Negishi, Ei-ichi, Fang Liu, Danièle Choueiry, Mohamud, Augustine Silveira, and Mark Reeves. "Convenient and General Synthesis of 1-Monoorganyl- and 1,2-Diorganylcyclobutenes via Cyclialkylation." Journal of Organic Chemistry 61, no. 23 (1996): 8325–28. http://dx.doi.org/10.1021/jo961277d.

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12

Rae, ID, and AK Serelis. "Dimethyl cis- and trans-1,2-Dimethylcyclohexane-1,2-dicarboxylate." Australian Journal of Chemistry 43, no. 11 (1990): 1941. http://dx.doi.org/10.1071/ch9901941.

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1-Methoxy-3-trimethylsilyloxybuta-1,3-diene adds readily to dimethylmaleic anhydride, and the product can be converted into dimethyl cis-1,2-dimethylcyclohex-4-ene-1,2-dicarboxylate (3). The several steps required mean that this route compares unfavourably with direct addition of butadiene to the anhydride. The best route to the cis-diester (3) is cyclialkylation of the dianion from dimethyl 2,3-dimethylbutanedioate with (Z)-1,4-dichlorobut-2-ene. A bismethylation reaction is used to prepare imide (II), which can be converted into the cis-diester (1) only with considerable difficulty, and bism

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13

Bradsher, Charles K. "Formation of six-membered aromatic rings by cyclialkylation of some aldehydes and ketones." Chemical Reviews 87, no. 6 (1987): 1277–97. http://dx.doi.org/10.1021/cr00082a001.

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14

Bonnet-Delpon, D., M. Charpentier, and R. Jacquot. "New routes to trifluoromethyl-1 tetralins using cyclialkylation reactions initiated by Lewis acids." Journal of Fluorine Chemistry 29, no. 1-2 (1985): 145. http://dx.doi.org/10.1016/s0022-1139(00)83381-3.

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15

Liu, Fang, and Ei-ichi Negishi. "On the regiochemistry of cyclialkylation of regiodefined 4-halo-1-alkenylmetals producing cyclobutenes." Tetrahedron Letters 38, no. 7 (1997): 1149–52. http://dx.doi.org/10.1016/s0040-4039(97)00011-7.

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16

Hermann, Keith, Daniel A. Turner, Christopher M. Hadad, and Jovica D. Badjić. "An Acid‐Catalyzed Cyclialkylation that Provides Rapid Access to a Twisted Molecular Basket." Chemistry – A European Journal 18, no. 27 (2012): 8301–5. http://dx.doi.org/10.1002/chem.201201153.

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17

Shi, Zhangjie, and Chuan He. "An Au-Catalyzed Cyclialkylation of Electron-Rich Arenes with Epoxides To Prepare 3-Chromanols." Journal of the American Chemical Society 126, no. 19 (2004): 5964–65. http://dx.doi.org/10.1021/ja031953a.

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18

NEGISHI, E., F. LIU, D. CHOUEIRY, M. M. MOHAMUD, A. JUN SILVEIRA, and M. REEVES. "ChemInform Abstract: Convenient and General Synthesis of 1-Monoorganyl- and 1,2- Diorganylcyclobutenes via Cyclialkylation." ChemInform 28, no. 16 (2010): no. http://dx.doi.org/10.1002/chin.199716109.

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19

Banik, Bimal K., and Usha Ranjan Ghatak. "An Expeditious Total Synthesis of (±)-Sempervirol, (±)-Sugiol and (±)-Xanthopherol Methyl Ether by Acid-Catalyzed Cyclialkylation Route." Synthetic Communications 19, no. 7-8 (1989): 1351–67. http://dx.doi.org/10.1080/00397918908054545.

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20

Tyllick, Cliff, Maher F. El-Zohry, Minci Li, and Royston M. Roberts. "Cyclialkylation studies. 1. A practical synthetic approach to the 2,3:6,7-dibenzobicyclo[3.2.2]nona-2,6-diene system." Journal of Organic Chemistry 56, no. 8 (1991): 2938–40. http://dx.doi.org/10.1021/jo00008a070.

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21

Prasad, Ramanujam S., and Royston M. Roberts. "Cyclialkylation studies. 3. Acid-catalyzed cyclodehydration of some benzyltetralols, with and without rearrangement, to yield tetracyclic hydrocarbons." Journal of Organic Chemistry 56, no. 9 (1991): 2998–3000. http://dx.doi.org/10.1021/jo00009a013.

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22

Negishi, Eiichi, Larry D. Boardman, Hiroyuki Sawada, et al. "Metal promoted cyclization. 18. Novel cyclialkylation reactions of (.omega.-halo-1-alkenyl)metal derivatives. Synthetic scope and mechanism." Journal of the American Chemical Society 110, no. 16 (1988): 5383–96. http://dx.doi.org/10.1021/ja00224a025.

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23

Ali, A. Khalaf, and A. Albar Hassan. "Modern Friedel-Crafts chemistry. Part-26. A facile synthesis of trans-2-methyl-1-phenylindan via rearranged intramolecular cyclialkylation of 1,2-diphenyl-2-methyl-2-propanol under Friedel-Crafts conditions." Journal of India Chemical Society Vol 81, Jun 2004 (2004): 518–21. https://doi.org/10.5281/zenodo.5833496.

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department of Chemistry, Faculty of Science, Assiut University, Assiut, Egypt <em>Fax</em> : 91-542-2307547 Department of Chemistry, Faculty of Science, King Abdulaziz University, Jeddah, Saudi Arabia <em>Manuscript received 28 January 2003. revised 28 October 2003, accepted 12 January 2004</em> 1,2-Diphenyl-2-methyl-2-propanol (1) was prepared by two alternative Grignard methods. Treatment of 1 with AICI<sub>3</sub>, AICI<sub>3</sub>/CH<sub>3</sub>NO<sub>2</sub> or K10  clay catalyst in benzene, toluene or dichloromethane solvent at varying temperatures for varying times gave<em> tr

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24

Ghosh, Sukumar, Ajit K. Ghosh, and Usha Ranjan Ghatak. "An Expeditious Stereoselective Total Synthesis of (±)-Podocarpa-2,8,11.13-Tetraene and 3-Oxygenated (±)-Podocarpa-8,11,13-Trienes by Acid-Catalyzed Cyclialkylation Route." Synthetic Communications 22, no. 4 (1992): 553–65. http://dx.doi.org/10.1080/00397919208019254.

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25

TYLLICK, C., M. F. EL-ZOHRY, M. LI, and R. M. ROBERTS. "ChemInform Abstract: Cyclialkylation Studies. Part 1. A Practical Synthetic Approach to the 2,3:6,7-Dibenzobicyclo(3.2.2)nona-2,6-diene System." ChemInform 22, no. 41 (2010): no. http://dx.doi.org/10.1002/chin.199141124.

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26

PRASAD, R. S., and R. M. ROBERTS. "ChemInform Abstract: Cyclialkylation Studies. Part 3. Acid-Catalyzed Cyclodehydration of Some Benzyltetralols, with and without Rearrangement, to Yield Tetracyclic Hydrocarbons." ChemInform 22, no. 35 (2010): no. http://dx.doi.org/10.1002/chin.199135117.

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27

Negishi, Eiichi, Hiroyuki Sawada, James M. Tour, and Yuangyang Wei. "Metal-promoted cyclization. 17. A novel bicyclization methodology via cyclialkylation of .omega.-halo-1-metallo-1-alkynes containing aluminum and zinc." Journal of Organic Chemistry 53, no. 4 (1988): 913–15. http://dx.doi.org/10.1021/jo00239a054.

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28

Majetich, George, Yong Zhang, and Shuang Liu. "Cyclialkylations of conjugated dienones with furans." Tetrahedron Letters 35, no. 28 (1994): 4887–90. http://dx.doi.org/10.1016/s0040-4039(00)73274-6.

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29

Majetich, George, and Jing Fang. "The synthesis of quaternary carbon centers through cyclialkylations." Tetrahedron Letters 39, no. 46 (1998): 8381–84. http://dx.doi.org/10.1016/s0040-4039(98)01931-5.

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30

MAJETICH, G., Y. ZHANG, and S. LIU. "ChemInform Abstract: Cyclialkylations of Conjugated Dienones with Furans." ChemInform 25, no. 46 (2010): no. http://dx.doi.org/10.1002/chin.199446130.

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31

El-Aal, Abd, and Ali Khalaf. "Modern Friedel-Crafts chemistry: Part 36. Facile synthesis of some new pyrido[3,2,1-jk]carbazoles via Friedel-Crafts cyclialkylations." Journal of the Serbian Chemical Society 78, no. 5 (2013): 611–19. http://dx.doi.org/10.2298/jsc120520098a.

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An efficient methodology for the synthesis of novel substituted pyrido[3,2,1-jk]carbazole via Friedel-Crafts cyclialkylations is reported. The methodology was realized by three-step protocol involved the addition of carbazole to 3-methylcrotononitrile. The resulted nitrile was hydrolyzed to desired ester, followed by addition of Grignard reagents to afford tertiary alcohols and/or reacted directly with different Grignard reagent to form the desired ketones. The later ketones were converted to both secondary and tertiary alcohols by reduction with LAH and addition of Grignard reagents respectiv

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32

MAJETICH, G., and J. FANG. "ChemInform Abstract: The Synthesis of Quaternary Carbon Centers Through Cyclialkylations." ChemInform 30, no. 4 (2010): no. http://dx.doi.org/10.1002/chin.199904103.

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33

El-Aal, Hassan A. K. Abd, and Ali A. Khalaf. "Friedel–Crafts Chemistry. Part 39. Unprecedented Facile Route to the Synthesis of Benzo[b][1]benzazepines via Intramolecular Friedel–Crafts Cyclialkylations." Australian Journal of Chemistry 66, no. 6 (2013): 635. http://dx.doi.org/10.1071/ch12548.

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A series of six pharmaceutically promising 5,6-dihydro-11H-benzo[b][1]benzazepine derivatives (1c–h) were cleanly prepared by Friedel–Crafts cyclialkylations of nitrogen-containing alkanols in the presence of AlCl3, 85 % H2SO4 or polyphosphoric acid catalysts. The precursor alkanols (13a–f) were readily prepared by reaction of two synthesized carboxylic acid esters (12a, b) with different Grignard reagents. Also, two dibenzo[b,f]azepinones (15a, b) were prepared by Friedel–Crafts cycliacylation and reduced to the corresponding 5,6-dihydro-11H-benzo[b][1]benzazepines (1a, b). Overall, this appr

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34

Taylor, Stephen K., Mark E. Davisson, B. Rolf Hissom, et al. "Friedel-Crafts cyclialkylations of some epoxides. 2. Stereospecificity, substituent, product, and kinetic studies." Journal of Organic Chemistry 52, no. 3 (1987): 425–29. http://dx.doi.org/10.1021/jo00379a021.

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35

Taylor, Stephen K., Curtis L. Blankespoor, Suzanne M. Harvey, and Lynell J. Richardson. "Friedel-Crafts cyclialkylations of some epoxides. 3. Cyclizations of tertiary and meta-substituted arylalkyl epoxides." Journal of Organic Chemistry 53, no. 14 (1988): 3309–12. http://dx.doi.org/10.1021/jo00249a032.

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36

Ghatak, U. R. "An expeditious total synthetic route to naturally occurring tricarbocyclic ring-C-aromatic diterpenoids: mechanisms of cyclialkylations." Pure and Applied Chemistry 62, no. 7 (1990): 1413–16. http://dx.doi.org/10.1351/pac199062071413.

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37

Majetich, George, Rodgers Hicks, Yong Zhang, et al. "Use of Conjugated Dienones in Cyclialkylations: The Total Syntheses of (±)-Barbatusol, (±)-Pisiferin, (±)-Deoxofaveline, (±)-Xochitlolone, and (±)-Faveline†." Journal of Organic Chemistry 61, no. 23 (1996): 8169–85. http://dx.doi.org/10.1021/jo9606968.

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38

Majetich, George, Shuang Liu, Jing Fang, David Siesel, and Yong Zhang. "Use of Conjugated Dienones in Cyclialkylations: Total Syntheses of Arucadiol, 1,2-Didehydromiltirone, (±)-Hinokione, (±)-Nimbidiol, Sageone, and Miltirone†." Journal of Organic Chemistry 62, no. 20 (1997): 6928–51. http://dx.doi.org/10.1021/jo970570q.

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39

Abd El-Aal, Hassan A. K., Ali A. Khalaf, and Ahmed M. A. El-Khawaga. "Modern Friedel-Crafts Chemistry. Part 37. Efficient Syntheses of Some New Julolidines via Cyclialkylations of Heteroaryl Carbinols." Journal of Heterocyclic Chemistry 51, no. 1 (2013): 262–68. http://dx.doi.org/10.1002/jhet.1797.

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40

MAJETICH, G., R. HICKS, Y. ZHANG, et al. "ChemInform Abstract: Use of Conjugated Dienones in Cyclialkylations: The Total Syntheses of (.+-.)-Barbatusol, (.+-.)-Pisiferin, (.+-.)-Deoxofaveline, (.+-.)- Xochitlolone, and (.+-.)-Faveline." ChemInform 28, no. 12 (2010): no. http://dx.doi.org/10.1002/chin.199712176.

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41

MAJETICH, G., S. LIU, J. FANG, D. SIESEL, and Y. ZHANG. "ChemInform Abstract: Use of Conjugated Dienones in Cyclialkylations: Total Syntheses of Arucadiol, 1,2-Didehydromiltirone, (.+-.)-Hinokione, (.+-.)-Nimbidiol, Sageone, and Miltirone." ChemInform 29, no. 8 (2010): no. http://dx.doi.org/10.1002/chin.199808086.

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42

Abd El-Aal, Hassan Abdou Kotb, and Ali Ali Khalaf. "Modern Friedel-Crafts Chemistry. Part 38. Facile Synthesis of Acenaphthenes via Direct and Rearranged Intramolecular Friedel-Crafts Cyclialkylations of Intermediate Carbinols." Polycyclic Aromatic Compounds 33, no. 4 (2013): 331–46. http://dx.doi.org/10.1080/10406638.2013.781041.

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43

Khalaf, Ali Ali, Ahmed M. El-Khawaga, Ibrahim M. Awad, and Hassan A. K. Abd El-Aal. "Modern Friedel-Crafts chemistry. Part 32. Facile synthesis of some new fused heteropolycycles via direct intramoleclar Friedel-Crafts cyclialkylations of suitable heteroarylalkanols." Arkivoc 2010, no. 10 (2010): 338–49. http://dx.doi.org/10.3998/ark.5550190.0011.a28.

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44

Abd El-Aal, Hassan A. K., and Ali A. Khalaf. "ChemInform Abstract: Friedel-Crafts Chemistry. Part 39. Unprecedented Facile Route to the Synthesis of Benzo[b][1]benzazepines via Intramolecular Friedel-Crafts Cyclialkylations." ChemInform 44, no. 52 (2013): no. http://dx.doi.org/10.1002/chin.201352197.

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45

El-Aal, Hassan A. K. Abd, Ali A. Khalaf, and Talaat I. El-Emary. "Modern Friedel-Crafts chemistry. Part 35. New synthetic approach to substituted indolo[2,1-a][2]benzazepines and indolo[2,1-a]isoquinolines via Friedel-Crafts cyclialkylations." Arkivoc 2012, no. 9 (2012): 122–35. http://dx.doi.org/10.3998/ark.5550190.0013.911.

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46

NEGISHI, E., Y. ZHANG, and V. BAGHERI. "ChemInform Abstract: Highly Stereoselective Synthesis of Exocyclic Alkenes via Cyclialkylation." ChemInform 19, no. 18 (1988). http://dx.doi.org/10.1002/chin.198818233.

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47

BOARDMAN, L. D., V. BAGHERI, H. SAWADA, and E. NEGISHI. "ChemInform Abstract: METAL PROMOTED CYCLIZATION. 5. MECHANISTIC DUALITY IN CYCLIALKYLATION OF ALKENYLMETAL DERIVATIVES." Chemischer Informationsdienst 16, no. 3 (1985). http://dx.doi.org/10.1002/chin.198503105.

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48

Shi, Zhangjie, and Chuan He. "An Au-Catalyzed Cyclialkylation of Electron-Rich Arenes with Epoxides to Prepare 3-Chromanols." ChemInform 35, no. 35 (2004). http://dx.doi.org/10.1002/chin.200435121.

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49

NEGISHI, E., H. SAWADA, J. M. TOUR та Y. WEI. "ChemInform Abstract: Novel Bicyclization Methodology via Cyclialkylation of ω-Halo-1-metallo-1-alkynes Containing Aluminum and Zinc." ChemInform 19, № 30 (1988). http://dx.doi.org/10.1002/chin.198830093.

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50

SHANKARAN, K., and V. SNIECKUS. "ChemInform Abstract: DIRECTED ORTHO METALATION-INDUCED EPOXY CYCLIALKYLATION. REGIOSPECIFIC 5-EXO-TET AND 6-EXO-TET ROUTES TO BENZOFURANS AND -PYRANS." Chemischer Informationsdienst 16, no. 19 (1985). http://dx.doi.org/10.1002/chin.198519107.

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