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Journal articles on the topic 'Dehydrobromination'

Author: Grafiati

Published: 5 June 2025

Last updated: 1 August 2025

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1

Kubát, Pavel, and Josef Pola. "CO2 laser photosensitized dehydrobromination of bromoethane and 1-bromopropane. A hot-tube radical-chain reaction with molecular mechanism." Collection of Czechoslovak Chemical Communications 50, no. 7 (1985): 1548–52. http://dx.doi.org/10.1135/cccc19851548.

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Contrary to the gas-phase hot-tube reaction taking place by a blend of a molecular and radical-chain mechanism, the cw CO2 laser induced dehydrobromination of bromoethane and 1-bromopropane occurs by only a molecular mechanism which is substantiated with reaction rates and products in the absence and the presence of radical-chain inhibitor (propene) and in the presence of chloroethane. The results point out the importance of hot walls for the initiation of radical-chain dehydrobromination.

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2

Suárez, Angela R., Alejandra G. Suárez, Sandra E. Martín, and María R. Mazzieri. "Dehydrobromination of 1,1-diaryl-1,2-dibromoalkanes catalyzed by iron and iron bromides. An ion-pair-mediated reaction?" Canadian Journal of Chemistry 73, no. 1 (1995): 56–60. http://dx.doi.org/10.1139/v95-008.

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The participation of ion-paired Lewis acid/Lewis base in the dehydrohalogenations of 1,2-dibromo-1,1 -diarylalkanes catalyzed by Fe0 and by Fe(II) and Fe(III) bromides was investigated. The reactivities of the catalyst employed were correlated with their chemical hardness. The influence of para substituents on the phenyl rings of the substrates and the results obtained in Lewis-acid-catalyzed and thermal dehydrobromination of the same compounds were compared. The experimental results could not be explained in terms of a Lewis-acid-catalyzed dehydrobromination. Keywords: dehydrohalogenation, br

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3

Zhou, Xin, Hyejin Kwon, Richard R. Thompson, et al. "Scalable synthesis of [8]cycloparaphenyleneacetylene carbon nanohoop using alkyne metathesis." Chemical Communications 57, no. 83 (2021): 10887–90. http://dx.doi.org/10.1039/d1cc04776k.

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4

Blum, J., Y. Levin, K. Hamza, and R. Abu-Reziq. "One-Pot Bromination and Dehydrobromination." Synfacts 2006, no. 7 (2006): 0733. http://dx.doi.org/10.1055/s-2006-941896.

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5

Mandzhulo, Aleksandr, Iryna Vashchenko, Andrii Gerasov, et al. "Selective synthesis of N-protected exo-spiro[oxirane-3,2′-tropanes]." Organic Chemistry Frontiers 6, no. 10 (2019): 1692–97. http://dx.doi.org/10.1039/c9qo00377k.

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6

Mostardeiro, Vitor B., Marina C. Dilelio, Teodoro S. Kaufman, and Claudio C. Silveira. "Efficient synthesis of 4-sulfanylcoumarins from 3-bromo-coumarins via a highly selective DABCO-mediated one-pot thia-Michael addition/elimination process." RSC Advances 10, no. 1 (2020): 482–91. http://dx.doi.org/10.1039/c9ra09545d.

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7

Limberger, Jones, Thiago S. Claudino, and Adriano L. Monteiro. "Stereoselective synthesis of (E)-3,3-diaryl and (E)-3-aryl-3-aryloxy allylamines and allylalcohols from trans-cinnamyl chloride and alcohol." RSC Adv. 4, no. 85 (2014): 45558–65. http://dx.doi.org/10.1039/c4ra08036j.

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Syntheses of (E)-3,3-diaryl and (E)-3-aryl-3-aryloxy allylamines and allylalcohols based on bromination/dehydrobromination sequences followed by Suzuki cross-coupling or Ullmann vinylation were achieved.

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8

Cakmak, Osman. "Bromination of Naphthalene. Preparation of 1,3-Dibromonaphthalene." Journal of Chemical Research 23, no. 6 (1999): 366–67. http://dx.doi.org/10.1177/174751989902300611.

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Photobromination of naphthalene with molecular bromine gives only one stereoisomer α,2β,3χ,4β-tetrabromo-1,2,3,4-tetrahydronaphthalene (yield 90%); dehydrobromination of which results in the formation of 1,3-dibromonaphthalene in 88% yield.

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9

Hagiwara, Hisahiro, Teppei Adachi, Tomomi Nakamura, Takashi Hoshi, and Toshio Suzuki. "Revisit to (Z)-Civetone Synthesis." Natural Product Communications 7, no. 7 (2012): 1934578X1200700. http://dx.doi.org/10.1177/1934578x1200700728.

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The synthesis of ( Z)-civetone (1) is described starting from oleic acid (5) via a series of reactions, intermolecular olefin self-metathesis, bromination/dehydrobromination into acetylene, semi-hydrogenation and intramolecular Dieckmann macrocyclization.

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10

Freiermuth, Beat, and Jakob Wirz. "Dehydrogenation of Hexamethyl-Dewar-benzene to its Tetramethyl-<i>o</i>-dimethylene Derivative: Synthesis and Cycloreversion of 1,2,3,4-Tetramethyl-5,6-bismethylenebicyclo[2.2.0]hex-2-ene." CHIMIA 39, no. 1 (1985): 22. https://doi.org/10.2533/chimia.1985.22.

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The allylic bromination of hexamethyl-Dewar-benzene (1) followed by dehydrobromination yields tetramethyl-Dewar-«xylylene» (3). The cycloreversion of 3 to the reactive monocyclic isomer 4 proceeds smoothly upon irradiation or heating above 60 °C.

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11

Shakhmaev, R. N., M. G. Ignatishina, Yu S. Blokhina, and V. V. Zorin. "Synthesis of (2 E )-5-arylpent-2-ene-4-ynoates." Журнал общей химии 93, no. 10 (2023): 1575–78. http://dx.doi.org/10.31857/s0044460x23100049.

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An effective method was developed for the synthesis of (2 E )-5-arylpent-2-ene-4-ynoates based on the olefination-dehydrobromination of (2 Z )-2-bromo-3-arylprop-2-enals obtained by bromination of commercially available cinnamaldehyde and its derivatives.

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12

Chou, Ta-Shue, and Mei-Man Chen. "Dehydrobromination and Debromination Reactions of Cyclic Dibromosulfones." Journal of the Chinese Chemical Society 35, no. 5 (1988): 373–78. http://dx.doi.org/10.1002/jccs.198800055.

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13

Ishida, Shintaro, Takashi Abe, Fumiya Hirakawa, et al. "Persistent Dialkylsilanone Generated by Dehydrobromination of Dialkylbromosilanol." Chemistry - A European Journal 21, no. 43 (2015): 15100–15103. http://dx.doi.org/10.1002/chem.201501478.

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14

Ishida, Shintaro, Takashi Abe, Fumiya Hirakawa, et al. "Persistent Dialkylsilanone Generated by Dehydrobromination of Dialkylbromosilanol." Chemistry - A European Journal 21, no. 43 (2015): 15057. http://dx.doi.org/10.1002/chem.201503516.

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15

Willems, A. G. M., U. K. Pandit, and H. O. Huisman. "The dehydrobromination of 1,2-dibromo-1,2,3,4-tetrahydronaphthalene." Recueil des Travaux Chimiques des Pays-Bas 84, no. 3 (2010): 389–92. http://dx.doi.org/10.1002/recl.19650840315.

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16

Shainyan, B. A., Yu S. Danilevich, and I. A. Ushakov. "Synthesis and bromination/dehydrobromination of N,N-diallyltrifluoromethanesulfonamide." Russian Journal of Organic Chemistry 52, no. 12 (2016): 1738–42. http://dx.doi.org/10.1134/s1070428016120046.

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17

Forti, Luca, Franco Ghelfi та Ugo M. Pagnoni. "Stereoselective dehydrobromination of alkyl α-Brα-Cl-carboxylates". Tetrahedron Letters 36, № 17 (1995): 3023–26. http://dx.doi.org/10.1016/0040-4039(95)00416-a.

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18

Stalick, Wayne M., Ali Khorrami, and Kimi S. Hatton. "Dehydrobromination of 1,2-dibromoethyoxyethane using various amine bases." Journal of Organic Chemistry 51, no. 19 (1986): 3577–81. http://dx.doi.org/10.1021/jo00369a004.

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19

Masters, Andrew P., Ted S. Sorensen, and Phu Manh Tran. "A new procedure for the insitu generation of methylene ketenes." Canadian Journal of Chemistry 65, no. 7 (1987): 1499–502. http://dx.doi.org/10.1139/v87-256.

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The reaction of pentacarbonylmanganate anion 3 and 2-bromopropenoyl chlorides 2 leads to 2,4-alkylidenecyclobutane-1,3-diones 5. The latter are formed from dimerization of the corresponding methylene ketenes 1 so that the reaction of 2 and 3 constitutes a new synthetic procedure for the insitu generation of these very reactive intermediates. Acid chlorides 2 are readily available from α,β-unsaturated acids via bromination–dehydrobromination – thionyl chloride sequences.

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20

Alni, Anita, Shinta Ellisya Fauzia, and Didin Mujahidin. "Synthesis of Eugenyl Cinnamate from Clove Oil (Syzygium aromaticum) via Bromination-Dehydrobromination Methods." Journal of Pure and Applied Chemistry Research 8, no. 2 (2019): 140–46. http://dx.doi.org/10.21776/ub.jpacr.2019.008.02.458.

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Synthesis of bioactive materials based on Indonesian natural products as precursors are potential to achieve a sustainable supply of modern medicines. Eugenyl cinnamate is a crucial building block in many bioactive compounds such as hepatoprotective silibinin. This research features simple synthesis of eugenyl cinnamate from eugenol, an essential oil presents as major constituent of clove oil (Syzygium aromaticum). The transformations were carried out via protection of hydroxyl group, bromination, and dehydrobromination reactions of eugenol (1) consecutively. The products of the synthesis were

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21

Çakmak, Osman, Ismail Kahveci, Íbrahim Demirtaş, Tuncer Hökelek, and Keith Smith. "Bromination of Tetralin. Short and Efficient Synthesis of 1,4-Dibromonaphthalene." Collection of Czechoslovak Chemical Communications 65, no. 11 (2000): 1791–804. http://dx.doi.org/10.1135/cccc20001791.

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High-temperature bromination of tetralin (1,2,3,4-tetrahydronaphthalene) with bromine resulted in benzylic bromination to give 1,4-dibromo-1,2,3,4-tetrahydronaphthalene (4) as a major product and several secondary products. Photolytic bromination of tetralin and subsequent double dehydrobromination of 1,1,4,4-tetrabromo-1,2,3,4-tetrahydronaphthalene (10) gave 1,4-dibromonaphthalene (11) as the sole product in a high yield. 1,4-Dibromonaphthalene is efficiently converted to the corresponding methoxy (12 and 13) and cyano (14 and 15) derivatives of naphthalene.

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22

Ganin, Anton S., Mikhail Yu Moskalik, Ivan A. Garagan, Vera V. Astakhova, and Bagrat A. Shainyan. "Triflamidation of Allyl-Containing Substances:Unusual Dehydrobromination vs. Intramolecular Heterocyclization." Molecules 27, no. 20 (2022): 6910. http://dx.doi.org/10.3390/molecules27206910.

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Allyl halides with triflamide under oxidative conditions form halogen-substituted amidines. Allyl cyanide reacts with triflamide in acetonitrile or THF solutions in the presence of NBS to give the products of bromotriflamidation with a solvent interception, whereas in CH2Cl2 two regioisomers of the bromotriflamidation product without a solvent interception were obtained. The formed products undergo base-induced dehydrobromination to give linear isomers with the new C=C bond conjugated either with the nitrile group or the amidine moiety or alkoxy group. Under the same conditions, the reaction o

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23

Badajoz, Mercedes A., Rosana S. Montani, and Mercedes C. Cabaleiro. "Methyl 2,3-dibromo-2,3-diarylpropanoates. Debromination and dehydrobromination reactions." Journal of the Chemical Society, Perkin Transactions 2, no. 8 (1996): 1717. http://dx.doi.org/10.1039/p29960001717.

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24

Wilk, Kazimiera A. "Salt effects on basic dehydrobromination reactions in nonfunctional micelles." Journal of Physical Chemistry 93, no. 21 (1989): 7432–35. http://dx.doi.org/10.1021/j100358a035.

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25

Wang, Xiaoyu, Ru-Fen Liu, Jorja Cork, et al. "Investigation of the Bromination/Dehydrobromination of Long Chain Alkanes." Industrial & Engineering Chemistry Research 56, no. 34 (2017): 9411–18. http://dx.doi.org/10.1021/acs.iecr.7b01039.

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26

Chua, Chun Kiang, and Martin Pumera. "Renewal of sp2 bonds in graphene oxides via dehydrobromination." Journal of Materials Chemistry 22, no. 43 (2012): 23227. http://dx.doi.org/10.1039/c2jm34358d.

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27

Cheng, Ying-Ying, Tian-Lu Ren, Bao-Hua Xu, Hai-Sheng Tao, and Suo-Jiang Zhang. "Solvent effect on the debromination/dehydrobromination of bromo-damascone." Flavour and Fragrance Journal 31, no. 6 (2016): 420–28. http://dx.doi.org/10.1002/ffj.3332.

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28

Halton, B., and SGG Russell. "Studies in the Cycloproparene Series: Approaches to Bicyclo[5.1.0]octa-1,3,6-triene, a Cyclopropa-Fused Cycloheptatriene." Australian Journal of Chemistry 45, no. 6 (1992): 1069. http://dx.doi.org/10.1071/ch9921069.

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The dichloromethylene -bridged annulene (5) is available in four steps (47%) from 1,4,5,8-tetrahydronaphthalene (11) via the dibromide (15); the minor (5%) product of dehydrobromination of (15) is 2-bromo-9,9-dichloro-1,4-dihydro-4a,8a-methanonaphthalene (16). Dichlorocarbene adds to the norcaradiene form of (5) to give adduct (6) with 80% efficiency. Diene (6) resists both [π4+π2] cycloadditions and reductive dechlorination. Neither (5) nor parent 1,6-methano[10] annulene (18) adds methylene from Simmons-Smith cyclopropanation procedures.

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29

Apponyi, M. A., J. H. Bowie, B. W. Skelton, and A. H. White. "Model Compounds Related to Saquayamycin. Attempts to Oxygenate the A/B Ring Junction." Australian Journal of Chemistry 55, no. 5 (2002): 343. http://dx.doi.org/10.1071/ch02040.

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The aim of this project was to attempt to find a method for introducing the cis-dihydroxyl substitution at the A/B-ring junction of model compounds related to the saquayamycins. The Diels-Alder reactions of maleic anhydride and bromomaleic anhydride with 5,5-dimethyl-3-vinylcyclohexa-1,2-dienyl acetate gave the two required endo-adducts in good yield, namely (octahydrobenzo[e]isobenzofuran-9-yl acetate (6) and (octahydrobenzo[e]isobenzofuran-9-yl acetate (9). Each of these was converted into the B-ring mono-epoxide, namely (H-benzo[e]oxireno-2,3-furan-1-yl acetate (7) and a mixture of two race

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30

Karichiappan, Kalanithy, and Dieter Wege. "Naphtho[2,3-c]furan-4,9-dione and a Further Exploratory Approach to the Ring System of Ventilone A." Australian Journal of Chemistry 53, no. 9 (2000): 743. http://dx.doi.org/10.1071/ch00056.

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1,4-Dimethoxy-2,3-didehydronaphthalene (10), generated by the dehydrobromination of 2-bromo-1,4-dimethoxynaphthalene (9), was trapped with furan and 2-methylfuran, and the resulting adducts were converted into naphtho[2,3-c]furan-4,9-dione (1) and 1-methylnaphtho[2,3-c]furan-4,9-dione (19) respectively. An attempt to extend this procedure to the synthesis of ventilone A (2) failed when the adduct (31), derived from 6,7-methylenedioxy-1,4,5,8-tetramethoxy-2,3-didehydronaphthalene (30) and 2-methylfuran, could not be oxidizedselectively.

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31

Klein, Robert F. X., Václav Horák, and Godfrey A. S. Baker. "Novel Dehydrogenation of 2,5-Diaryl Substituted ∆2-Oxazolines to Oxazoles." Collection of Czechoslovak Chemical Communications 58, no. 7 (1993): 1631–35. http://dx.doi.org/10.1135/cccc19931631.

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The dehydrogenation of various 2,5-diaryl substituted ∆2-oxazolines with either Br2/LiBr/CaCO3 (molar ratio 1.05 : 2 : 3) or CuBr2/LiBr/CaCO3 (molar ratio 2 : 1 : 3) in refluxing o-dichlorobenzene gives the corresponding oxazole up to 87% yield. Free radical benzylic bromination followed by dehydrobromination is the expected dehydrogenation mechanism. The successful application of the reagent combination for this transformation is in contrast to standard dehydrogenation reagents, including N-bromosuccinimide, 2,3-dichloro-5,6-dicyano-1,4-benzoquinone, chloranil, NiO2 and active γ-MnO2.

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32

Ushakova, I. V., and B. A. Shainyan. "Bromination-dehydrobromination/debromination of N-Methyl-N-(2-phenylethenyl)trifluoromethanesulfonamide." Russian Journal of Organic Chemistry 49, no. 6 (2013): 924–26. http://dx.doi.org/10.1134/s1070428013060213.

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33

Okutani, Masaru, and Yuji Mori. "Tetrabutylammonium fluoride-induced dehydrobromination of vinyl bromides to terminal acetylenes." Tetrahedron Letters 48, no. 39 (2007): 6856–59. http://dx.doi.org/10.1016/j.tetlet.2007.07.174.

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34

VASIN, V. A., V. V. RAZIN, S. G. KOSTRYUKOV, I. YU BOLUSHEVA, and N. S. ZEFIROV. "ChemInform Abstract: Functionalization of Tricyclo(4.1.0.02,7)heptanes by Phenylsulfonylbromination-Dehydrobromination." ChemInform 26, no. 41 (2010): no. http://dx.doi.org/10.1002/chin.199541126.

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35

Cameron, DW, RW Read, and J. Stavrakis. "Reactions of Dimethyl (2'-Oxopropylidene)Propanedioate and Dimethyl (3'-Bromo-2'-oxopropylidene)propanedioate, Two Highly Electrophilic Trisubstituted Alkenes." Australian Journal of Chemistry 40, no. 11 (1987): 1831. http://dx.doi.org/10.1071/ch9871831.

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The keto diester, dimethyl (2'-oxopropylidene)propanedioate, and its new 3'-bromo derivative have been made to react with a variety of nucleophilic reagents. Low molecular weight products have been obtained efficiently by processes involving conjugate addition, Diels-Alder reaction, Diels-Alder reaction having inverse electron demand, or ene reaction. Regiochemistry of the reactions is controlled by the dominant withdrawing effect of the two geminal ester groups. The amine addition products of the bromo keto diester were found to undergo a novel secondary dehydrobromination reaction under alka

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36

Wu, Yi Bo, Wen Li Guo, Shu Xin Li, Liang Ga Gong, and Yu Wei Shang. "Study on the Isomerization and Dehydrobromination Mechanism of Brominated Butyl Rubber." Polymer Korea 34, no. 1 (2010): 69–73. http://dx.doi.org/10.7317/pk.2010.34.1.69.

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37

McGraw, Kristen M., Greggory T. Kent, Joseph R. Gonzalez, Ihsan Erden, and Weiming Wu. "Competitive, substrate-dependent reductive debromination/dehydrobromination of 1,2-dibromides with triethylamine." Tetrahedron Letters 58, no. 20 (2017): 1973–75. http://dx.doi.org/10.1016/j.tetlet.2017.04.024.

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38

Wilk, Kazimiera A. "Dehydrobromination reaction of para-substituted 2-phenylethyl derivatives in functional micelles." Journal of Physical Chemistry 95, no. 8 (1991): 3405–9. http://dx.doi.org/10.1021/j100161a079.

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39

FORTI, L., F. GHELFI та U. M. PAGNONI. "ChemInform Abstract: Stereoselective Dehydrobromination of Alkyl α-Br-α-Cl- carboxylates." ChemInform 26, № 34 (2010): no. http://dx.doi.org/10.1002/chin.199534052.

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40

Pranab, Ghosh, Debnath Utpal, and P. Pradhan B. "Dehydrobromination and debromination of 2,2, 7a-tribromocholest-4-en-3,6-dione." Journal of Indian Chemical Society Vol. 89, Jun 2012 (2012): 837–39. https://doi.org/10.5281/zenodo.5763881.

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Natural Product and Polymer Chemistry Laboratory, Department of Chemistry, University of North Bengal, Darjeeling-734 013, West Bengal, India <em>E-mail</em> : pizy12@yahoo.com Fax : 91-353-2699001 <em>Manuscript received 21 February 201J, revised 31 May 2011, accepted 17 October 2011</em> The reaction of 2,2, 7α-tribromocholest-4-en-3,6-dione (1) with lithium bromide in <em>N,N</em>-dimethyl formamide furnished a single compound identified as 2-bromocholest-1,4-dien-3,6-dione (2) by spectroscopic methods (UV, FT-IR, NMR and Mass).

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41

Uchikawa, Yuki, Kazuya Tazoe, Syogo Tanaka, et al. "Synthesis and demethylation of 4,22-dimethoxy[2.10]metacyclophan-1-yne with BBr3 to afford a novel [10](2,9)-5a,11a-benzofuro-5a-bora-11-bromochromenophane." Canadian Journal of Chemistry 90, no. 5 (2012): 441–49. http://dx.doi.org/10.1139/v2012-014.

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4,22-Dimethoxy[2.10]metacyclophan-1-yne was prepared by bromination of [2.10]metacyclophan-1-ene followed by the dehydrobromination of the bromine adduct with KOBu-t. Treatment of 4,22-dimethoxy[2.10]metacyclophan-1-yne with BBr3 in CH2Cl2 at room temperature led to the demethylation and a successive intramolecular cyclization reaction to afford a novel [10](2,9)-5a,11a-benzofuro-5a-bora-11-bromochromenophane in good yield. Similar treatment of a mixture of the corresponding meso- and dl-1,2-dibromo-4,22-dimethoxy[2.10]metacyclophane with BBr3 in CH2Cl2 under the same conditions described abov

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42

Usachev, Sergey A., Diana I. Nigamatova, Daria K. Mysik, Nikita A. Naumov, Dmitrii L. Obydennov, and Vyacheslav Y. Sosnovskikh. "2-Aryl-6-Polyfluoroalkyl-4-Pyrones as Promising RF-Building-Blocks: Synthesis and Application for Construction of Fluorinated Azaheterocycles." Molecules 26, no. 15 (2021): 4415. http://dx.doi.org/10.3390/molecules26154415.

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A convenient and general method for the direct synthesis of 2-aryl-6-(trifluoromethyl)-4-pyrones and 2-aryl-5-bromo-6-(trifluoromethyl)-4-pyrones has been developed on the basis of one-pot oxidative cyclization of (E)-6-aryl-1,1,1-trifluorohex-5-ene-2,4-diones via a bromination/dehydrobromination approach. This strategy was also applied for the preparation of 2-phenyl-6-polyfluoroalkyl-4-pyrones and their 5-bromo derivatives. Conditions of chemoselective enediones bromination were found and the key intermediates of the cyclization of bromo-derivatives to 4-pyrones were characterized. Synthetic

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43

Coumbarides, Gregory S., Marco Dingjan, Jason Eames, and Neluka Weerasooriya. "Synthesis of Substituted 2-Bromo Phenols using a Novel Bromination-Dehydrobromination Reaction." Journal of Chemical Research 2000, no. 7 (2000): 328–29. http://dx.doi.org/10.3184/030823400103167507.

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Substituted 2-bromo-phenols can be synthesised by heating substituted cyclohexanones in neat diethyl dibromomalonate at 100°C. We discuss the efficiency of such a procedure and comment on the possible mechanism.

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44

Mąkosza, Mieczysław, та Alexey A. Chesnokov. "Study of the mechanism of base induced dehydrobromination of trans-β-bromostyrene". Tetrahedron 59, № 11 (2003): 1995–2000. http://dx.doi.org/10.1016/s0040-4020(03)00107-8.

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45

Potapov, V. A., E. O. Kurkutov, S. V. Amosova, and Yu Yu Rusakov. "Regioselective dehydrobromination reaction of 5-bromo-2-bromomethyl-1,3-thiaselenolane 1,1-dioxide." Russian Chemical Bulletin 60, no. 1 (2011): 196–97. http://dx.doi.org/10.1007/s11172-011-0033-y.

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46

Huang, Tianzi, Xiaojun Wang, Thomas Malmgren, and Jimmy W. Mays. "Enhancing stability of poly(1,3-cyclohexadiene)-based materials by bromination and dehydrobromination." European Polymer Journal 48, no. 3 (2012): 632–36. http://dx.doi.org/10.1016/j.eurpolymj.2012.01.003.

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Wilk, Kazimiera A., Albert Bieniecki, and Barbara Matuszewska. "Effect of cyclic acetal-type cationic surfactants on the basic dehydrobromination reaction." Journal of Physical Organic Chemistry 7, no. 11 (1994): 646–51. http://dx.doi.org/10.1002/poc.610071110.

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Altman, Janina, and Meir Wilchek. "4(5)-vinylimidazole by dehydrobromination of 1-triphenylmethyl-4-(2-bromoethyl)imidazole." Journal of Heterocyclic Chemistry 25, no. 3 (1988): 915–16. http://dx.doi.org/10.1002/jhet.5570250341.

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Puzanov, Andrey I., Dmitry S. Ryabukhin, Anna S. Zalivatskaya, et al. "Synthesis of 5-arylacetylenyl-1,2,4-oxadiazoles and their transformations under superelectrophilic activation conditions." Beilstein Journal of Organic Chemistry 17 (September 15, 2021): 2417–24. http://dx.doi.org/10.3762/bjoc.17.158.

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Abstract:

Acetylene derivatives of 1,2,4-oxadiazoles, i.e., 5-(2-arylethynyl)-3-aryl-1,2,4-oxadiazoles, have been obtained, for the first time reported, from 5-(2-arylethenyl)-3-aryl-1,2,4-oxadiazoles by their bromination at the carbon–carbon double bond followed by di-dehydrobromination with NaNH2 in liquid NH3. The reaction of the acetylenyl-1,2,4-oxadiazoles with arenes in neat triflic acid TfOH (CF3SO3H) at room temperature for 1 h resulted in the formation of E/Z-5-(2,2-diarylethenyl)-3-aryl-1,2,4-oxadiazoles as products of regioselective hydroarylation of the acetylene bond. The addition of TfOH t

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Tu, Yong Qiang, Karl A. Byriel, Colin H. L. Kennard, and William Kitching. "Bromination–dehydrobromination route to some naturally occurring 1,6-dioxaspiro[4.4]-nonenes and -nonadienes." J. Chem. Soc., Perkin Trans. 1, no. 10 (1995): 1309–15. http://dx.doi.org/10.1039/p19950001309.

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