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1

Fournet, Guy, Geneviève Balme, and Jacques Gore. "Formation de cyclopentanes lors de réactions de Heck." Tetrahedron 46, no. 23 (January 1990): 7763–74. http://dx.doi.org/10.1016/s0040-4020(01)90073-0.

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2

Daghfous, Riadh, Sihem El Aidli, Anis Jday, Sarrah Kastalli, Anis Klouz, Samia Srairi, Mohamed Lakhal, Mohamed-Hédi Loueslati, and Chelbi Belkahia. "Réactions de type allergique au paracétamol." Therapies 60, no. 5 (September 2005): 523–26. http://dx.doi.org/10.2515/therapie:2005073.

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3

Korvezee, A. E. "Sur les Réactions Simultanées du Type." Recueil des Travaux Chimiques des Pays-Bas 59, no. 9 (September 3, 2010): 913–21. http://dx.doi.org/10.1002/recl.19400590912.

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4

Scheffer, F. E. C., and A. E. Korvezee. "Sur les Réactions Simultanées du type." Recueil des Travaux Chimiques des Pays-Bas 47, no. 3 (September 3, 2010): 235–47. http://dx.doi.org/10.1002/recl.19280470305.

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5

Kurandina, Daria, Padon Chuentragool, and Vladimir Gevorgyan. "Transition-Metal-Catalyzed Alkyl Heck-Type Reactions." Synthesis 51, no. 05 (February 7, 2019): 985–1005. http://dx.doi.org/10.1055/s-0037-1611659.

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The Heck reaction is one of the most reliable and useful strategies for the construction of C–C bonds in organic synthesis. However, in contrast to the well-established aryl Heck reaction, the analogous reaction employing alkyl electrophiles is much less developed. Significant progress in this area was recently achieved by merging radical-mediated and transition-metal-catalyzed approaches. This review summarizes the advances in alkyl Heck-type reactions from its discovery early in the 1970s up until the end of 2018.1 Introduction2 Pd-Catalyzed Heck-Type Reactions2.1 Benzylic Electrophiles2.2 α-Carbonyl Alkyl Halides2.3 Fluoroalkyl Halides2.4 α-Functionalized Alkyl Halides2.5 Unactivated Alkyl Electrophiles3 Ni-Catalyzed Heck-Type Reactions3.1 Benzylic Electrophiles3.2 α-Carbonyl Alkyl Halides3.3 Unactivated Alkyl Halides4 Co-Catalyzed Heck-Type Reactions5 Cu-Catalyzed Heck-Type Reactions6 Other Metals in Heck-Type Reactions7 Conclusion
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6

Jeffery, Tuyet. "Heck-type reactions in water." Tetrahedron Letters 35, no. 19 (May 1994): 3051–54. http://dx.doi.org/10.1016/s0040-4039(00)76825-0.

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7

Zawisza, Anna Maria, Benjamin Ganchegui, Iván González, Sandrine Bouquillon, Anna Roglans, Françoise Hénin, and Jacques Muzart. "Heck-type reactions of allylic alcohols." Journal of Molecular Catalysis A: Chemical 283, no. 1-2 (March 2008): 140–45. http://dx.doi.org/10.1016/j.molcata.2007.12.021.

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8

Zhou, Huan, Liang Ge, Jinshuai Song, Wujun Jian, Yajun Li, Chunsen Li, and Hongli Bao. "HOTf-Catalyzed Alkyl-Heck-type Reaction." iScience 3 (May 2018): 255–63. http://dx.doi.org/10.1016/j.isci.2018.04.020.

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9

Newman, Stephen, and Jaya Vandavasi. "A High-Throughput Approach to Discovery: Heck-Type Reactivity with Aldehydes." Synlett 29, no. 16 (June 12, 2018): 2081–86. http://dx.doi.org/10.1055/s-0037-1610161.

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The classical Heck reaction is among the most powerful methods available for the construction of C–C bonds. Modification of this transformation to utilize diverse organohalide coupling partners has resulted in new reactions such as the silyl-Heck, aza-Heck, and boryl-Heck reactions. In contrast, modification of the olefin coupling partner is rare. For instance, use of the π-bond of an aldehyde instead of an alkene would provide ketones via a carbonyl-Heck process. This seemingly minor manipulation of the Heck reaction has proven surprisingly difficult to realize in practice. Through the use of high-throughput ­experimentation techniques, an efficient catalyst system for this transformation was identified, enabling the intermolecular coupling of ­organotriflates and aldehydes to synthesize diverse ketones.
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10

Herrmann, Wolfgang A., Volker P. W. Böhm, and Claus-Peter Reisinger. "Application of palladacycles in Heck type reactions." Journal of Organometallic Chemistry 576, no. 1-2 (March 1999): 23–41. http://dx.doi.org/10.1016/s0022-328x(98)01050-x.

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11

Helaja, Juho, and Richard Göttlich. "A new catalytic hetero-Heck type reaction." Chemical Communications, no. 7 (March 6, 2002): 720–21. http://dx.doi.org/10.1039/b201209j.

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12

Cabri, Walter, Ilaria Candiani, Angelo Bedeschi, and Roberto Santi. "Bidentate Nitrogen Ligands in Heck Type Reactions." Synlett 1992, no. 11 (1992): 871–72. http://dx.doi.org/10.1055/s-1992-21522.

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13

JEFFERY, T. "ChemInform Abstract: Heck-Type Reactions in Water." ChemInform 25, no. 37 (August 19, 2010): no. http://dx.doi.org/10.1002/chin.199437057.

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14

Pirisedigh, Azadeh, Amin Zarei, Hojjat Seyedjamali, Leila Khazdooz, and Abdol R. Hajipour. "Heck-type reaction of aryldiazonium silica sulfates." Monatshefte für Chemie - Chemical Monthly 143, no. 5 (September 23, 2011): 791–95. http://dx.doi.org/10.1007/s00706-011-0632-1.

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15

Lardinois, Roland. "Rumeurs, résistances, rébellions : la mise en place des recensements dans l’Inde coloniale (XVIIIe-XXe siècles)." Articles 25, no. 1 (March 25, 2004): 39–68. http://dx.doi.org/10.7202/010200ar.

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RÉSUMÉ L'auteur étudie les réactions de la population de l'Inde coloniale aux pratiques de dénombrement développées par les Britanniques à des fins fiscales et censitaires. Trois types de réactions ponctuent cette histoire : des rumeurs, des résistances spontanées (au sein des tribus santhal) ou organisées politiquement par le mouvement nationaliste dans les années 1920 et 1930, et enfin des révoltes violentes, en particulier parmi la population tribale des Bhil, dans l'ouest du pays. Ces réactions, qui souvent s'entremêlent, sont à mettre en relation avec la construction d'un État colonial de type moderne.
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16

Muñoz-Molina, José María, and Pedro J. Pérez. "Ruthenium-Catalyzed Heck-Type Alkenylation of Alkyl Bromides." Journal of Organic Chemistry 84, no. 12 (May 27, 2019): 8289–96. http://dx.doi.org/10.1021/acs.joc.9b00898.

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17

Weber, Jessica M., Ashley R. Longstreet, and Timothy F. Jamison. "Bench-Stable Nickel Precatalysts with Heck-type Activation." Organometallics 37, no. 16 (August 9, 2018): 2716–22. http://dx.doi.org/10.1021/acs.organomet.8b00351.

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18

Cossu, Sergio, Ottorino De Lucchi, Antonio Paulon, Paola Peluso, and Cristiano Zonta. "anti-Selective Heck-type cyclotrimerization of polycyclic bromoalkenes." Tetrahedron Letters 42, no. 20 (May 2001): 3515–18. http://dx.doi.org/10.1016/s0040-4039(01)00495-6.

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19

Teng, Shenghan, Malcolm E. Tessensohn, Richard D. Webster, and Jianrong Steve Zhou. "Palladium-Catalyzed Intermolecular Heck-Type Reaction of Epoxides." ACS Catalysis 8, no. 8 (July 2, 2018): 7439–44. http://dx.doi.org/10.1021/acscatal.8b02029.

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20

Bloome, Kayla S., Rebecca L. McMahen, and Erik J. Alexanian. "Palladium-Catalyzed Heck-Type Reactions of Alkyl Iodides." Journal of the American Chemical Society 133, no. 50 (December 21, 2011): 20146–48. http://dx.doi.org/10.1021/ja2091883.

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21

Chattopadhyay, Shital K., Benoy K. Pal, and Suman Biswas. "Pd(0)‐Catalyzed Heck‐Type Arylation of Didehydropeptides." Synthetic Communications 35, no. 9 (May 2005): 1167–75. http://dx.doi.org/10.1081/scc-200054757.

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22

Uno, Daisuke, Hiroko Minami, Shinya Otsuka, Keisuke Nogi, and Hideki Yorimitsu. "Palladium-Catalyzed Mizoroki-Heck-Type Alkenylation of Monoaryldialkylsulfoniums." Chemistry - An Asian Journal 13, no. 17 (June 10, 2018): 2397–400. http://dx.doi.org/10.1002/asia.201800489.

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23

KURIHARA, Yuji, Mikiko SODEOKA, and Masakatsu SHIBASAKI. "Asymmetric Heck-Type Reaction Utilizing Hypervalent Alkenyliodonium Salt." CHEMICAL & PHARMACEUTICAL BULLETIN 42, no. 11 (1994): 2357–59. http://dx.doi.org/10.1248/cpb.42.2357.

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24

Narahashi, Hirohisa, Akio Yamamoto, and Isao Shimizu. "Heck-type Benzylation of Olefins with Benzyl Trifluoroacetates." Chemistry Letters 33, no. 3 (March 2004): 348–49. http://dx.doi.org/10.1246/cl.2004.348.

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25

Lee, A. L. "Enantioselective oxidative boron Heck reactions." Organic & Biomolecular Chemistry 14, no. 24 (2016): 5357–66. http://dx.doi.org/10.1039/c5ob01984b.

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26

Ayadi, Sameh, and Manef Abderrabba. "Étude DFT des réactions d’hydrogénation des cyclohéxènes disubstitués en position 2 et 3." Canadian Journal of Chemistry 88, no. 7 (July 2010): 613–21. http://dx.doi.org/10.1139/v10-062.

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Dans ce travail, nous avons étudié théoriquement les réactions d’hydrogénation des cyclohéxènes disubstitués par une voie chimique par le (Z)-1,2-diazène (1) et le (E)-1,2-diazène (1′). Nous avons discuté de point de vue thermodynamique la possibilité et la stéréosélectivité de ces réactions. Les états de transition de la réaction entre les cyclohéxènes de type (2a–2c) et le (Z)-1,2-diazène (1) ont été déterminés.
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27

Frey, Dean A., Caiming Duan, Ion Ghiviriga, and Tomáš Hudlický. "Comparison of Approaches to ent-Morphine via Radical, Cationic, and Heck-Type Cyclizations." Collection of Czechoslovak Chemical Communications 65, no. 4 (2000): 561–69. http://dx.doi.org/10.1135/cccc20000561.

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3-(2-{6S-(2-Bromo-6-methoxyphenoxy)-5S-[tert-butyl(dimethyl)silyloxy)cyclohex-1-en-1-yl}ethyl)oxazol-2(3H)-one 14 was subjected to Heck cyclization conditions to afford diben- zofuran derivative 16. The comparison of stepwise vs cascade approaches to 8 via radical, cationic, and Heck-type cyclizations is discussed.
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28

Zhu, Kailong, Joanne Dunne, Michael P. Shaver, and Stephen P. Thomas. "Iron-Catalyzed Heck-Type Alkenylation of Functionalized Alkyl Bromides." ACS Catalysis 7, no. 4 (February 28, 2017): 2353–56. http://dx.doi.org/10.1021/acscatal.6b03287.

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29

Dyker, Gerald, Peter Grundt, Hardy Markwitz, and Gerald Henkel. "Heck Reaction and Robinson-Type Annulation: A Versatile Combination." Journal of Organic Chemistry 63, no. 17 (August 1998): 6043–47. http://dx.doi.org/10.1021/jo9803535.

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30

Bloome, Kayla S., and Erik J. Alexanian. "Palladium-Catalyzed Carbonylative Heck-Type Reactions of Alkyl Iodides." Journal of the American Chemical Society 132, no. 37 (September 22, 2010): 12823–25. http://dx.doi.org/10.1021/ja1053913.

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31

Hirabayashi, Kazunori, Yoshiko Nara, Yukiko Yamashita, Ken-ichi Kiyota, Nobumasa Kamigata, and Toshio Shimizu. "Palladium-catalyzed Mizoroki–Heck-type reactions of chalcogenonium trifluoromethanesulfonates." Journal of Sulfur Chemistry 30, no. 3-4 (June 29, 2009): 346–50. http://dx.doi.org/10.1080/17415990902870927.

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32

Yu, Cheng-Ping, Hsin-Yun Chang, and Tun-Cheng Chien. "Total synthesis of pseudouridine via Heck-type C-glycosylation." New Journal of Chemistry 43, no. 22 (2019): 8796–803. http://dx.doi.org/10.1039/c9nj01012b.

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33

Feng, Bainian, Weizheng Fan, and Faming Liu. "Palladium-Catalyzed Heck-Type Coupling via C–N Cleavage." Synlett 26, no. 09 (April 2, 2015): 1253–57. http://dx.doi.org/10.1055/s-0034-1379911.

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34

Yamashita, Hiroshi, Toshi-aki Kobayashi, Teruyuki Hayashi, and Masato Tanaka. "Heck-type Reaction of lodotrimethylsilane with Olefins Affording Alkenyltrimethylsilanes." Chemistry Letters 20, no. 5 (May 1991): 761–62. http://dx.doi.org/10.1246/cl.1991.761.

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35

Kurahashi, Takuya, Hiroshi Shinokubo, and Atsuhiro Osuka. "Intermolecular Rhodium-Catalyzed Carbometalation/Heck-Type Reaction in Water." Angewandte Chemie International Edition 45, no. 38 (September 25, 2006): 6336–38. http://dx.doi.org/10.1002/anie.200602585.

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36

CABRI, W., I. CANDIANI, A. BEDESCHI, and R. SANTI. "ChemInform Abstract: Bidentate Nitrogen Ligands in Heck Type Reactions." ChemInform 24, no. 41 (August 20, 2010): no. http://dx.doi.org/10.1002/chin.199341066.

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37

Helaja, Juho, and Richard Goettlich. "ChemInform Abstract: A New Catalytic hetero-Heck Type Reaction." ChemInform 33, no. 33 (May 20, 2010): no. http://dx.doi.org/10.1002/chin.200233157.

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38

Shirakawa, Eiji, Xuejing Zhang, and Tamio Hayashi. "Mizoroki-Heck-Type Reaction Mediated by Potassium tert-Butoxide." Angewandte Chemie 123, no. 20 (April 6, 2011): 4767–70. http://dx.doi.org/10.1002/ange.201008220.

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39

Shirakawa, Eiji, Xuejing Zhang, and Tamio Hayashi. "Mizoroki-Heck-Type Reaction Mediated by Potassium tert-Butoxide." Angewandte Chemie International Edition 50, no. 20 (April 6, 2011): 4671–74. http://dx.doi.org/10.1002/anie.201008220.

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40

Herrmann, Wolfgang A., and Claus-Peter Reisinger. "ChemInform Abstract: Carbon-Carbon Coupling by Heck-Type Reactions." ChemInform 30, no. 10 (June 17, 2010): no. http://dx.doi.org/10.1002/chin.199910333.

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41

Kurahashi, Takuya, Hiroshi Shinokubo, and Atsuhiro Osuka. "Intermolecular Rhodium-Catalyzed Carbometalation/Heck-Type Reaction in Water." Angewandte Chemie 118, no. 38 (September 25, 2006): 6484–86. http://dx.doi.org/10.1002/ange.200602585.

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42

Koike, Tooru, Xiaoli Du, Tomoyuki Sanada, Yasuaki Danda, and Atsunori Mori. "Iridium-Catalyzed Mizoroki–Heck-Type Reaction of Organosilicon Reagents." Angewandte Chemie International Edition 42, no. 1 (January 3, 2003): 89–92. http://dx.doi.org/10.1002/anie.200390061.

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43

Hirabayashi, Kazunori, Yoshiko Nara, Toshio Shimizu, and Nobumasa Kamigata. "Palladium-Catalyzed Mizoroki–Heck-type Reactions Using Telluronium Salts." Chemistry Letters 33, no. 10 (October 2004): 1280–81. http://dx.doi.org/10.1246/cl.2004.1280.

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44

Cheng, Jiang, Zhishi Ye, Fan Chen, Fang Luo, Wenhui Wang, Baoda Lin, and Xiaofei Jia. "Palladium-Catalyzed Mizoroki-Heck-Type Reaction of Aryl Trimethoxysilanes." Synlett 2009, no. 13 (July 16, 2009): 2198–200. http://dx.doi.org/10.1055/s-0029-1217571.

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45

Dou, Yingchao, Liting Yang, Lu Zhang, Panke Zhang, Heng Li, and Guanyu Yang. "Palladium-catalyzed reductive Heck-type vinylative dearomatization of unfunctionalized halonaphthalene derivatives." RSC Advances 6, no. 102 (2016): 100632–35. http://dx.doi.org/10.1039/c6ra22310a.

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46

Fan, Tao, Wei-Dong Meng, and Xingang Zhang. "Palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides." Beilstein Journal of Organic Chemistry 13 (December 6, 2017): 2610–16. http://dx.doi.org/10.3762/bjoc.13.258.

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An efficient palladium-catalyzed Heck-type reaction of secondary trifluoromethylated alkyl bromides has been developed. The reaction proceeds under mild reaction conditions with high efficiency and excellent functional group tolerance, even towards formyl and hydroxy groups. Preliminary mechanistic studies reveal that a secondary trifluoromethylated alkyl radical is involved in the reaction.
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47

Jeffery, Tuyet, and Marc David. "[Pd/Base/QX] catalyst systems for directing Heck-type reactions." Tetrahedron Letters 39, no. 32 (August 1998): 5751–54. http://dx.doi.org/10.1016/s0040-4039(98)01135-6.

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48

Mariampillai, Brian, Christelle Herse, and Mark Lautens. "Intermolecular Heck-Type Coupling of Aryl Iodides and Allylic Acetates." Organic Letters 7, no. 21 (October 2005): 4745–47. http://dx.doi.org/10.1021/ol051947e.

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49

Zhang, Hong, Xinxin Wu, Yunlong Wei, and Chen Zhu. "Radical-Mediated Heck-Type Alkylation: Stereoconvergent Synthesis of Functionalized Polyenes." Organic Letters 21, no. 18 (September 3, 2019): 7568–72. http://dx.doi.org/10.1021/acs.orglett.9b02838.

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50

Barbero, Margherita, Silvano Cadamuro, and Stefano Dughera. "Arenediazonium o-Benzenedisulfonimides in Heck-Type Arylation of Allylic Alcohols." Synthesis 2006, no. 20 (October 2006): 3443–52. http://dx.doi.org/10.1055/s-2006-950245.

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