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Collect. Czech. Chem. Commun. 1962, 27, 2886-2897
https://doi.org/10.1135/cccc19622886

Synthetic reactions of dimethylformamide. XIV. Some new findings on adducts of the Vilsmeier-Haack type

Z. Arnold and A. Holý

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  • Zultanski Susan L., Kuhl Nadine, Zhong Wendy, Cohen Ryan D., Reibarkh Mikhail, Jurica Jon, Kim Jungchul, Weisel Lauren, Ekkati Anil R., Klapars Artis, Gauthier Donald R., McCabe Dunn Jamie M.: Mechanistic Understanding of a Robust and Scalable Synthesis of Per(6-deoxy-6-halo)cyclodextrins, Versatile Intermediates for Cyclodextrin Modification. Org. Process Res. Dev. 2021, 25, 597. <https://doi.org/10.1021/acs.oprd.0c00249>
  • Holthoff Jana M., Engelage Elric, Kowsari Alexander B., Huber Stefan M., Weiss Robert: Noble Metal Corrosion: Halogen Bonded Iodocarbenium Iodides Dissolve Elemental Gold—Direct Access to Gold–Carbene Complexes. Chemistry A European J 2019, 25, 7480. <https://doi.org/10.1002/chem.201901583>
  • Rajanna K. C., Ferdose Aneesa, Rajendar Reddy K., Arifuddin M., Moazzam Ali M.: Transition Metal Ions as Efficient Catalysts for Vilsmeier–Haack Formylation of Hydrocarbons with Reagents: Kinetics and Mechanism. J Solution Chem 2016, 45, 371. <https://doi.org/10.1007/s10953-016-0442-5>
  • Goshu Gashaw M., Ghose Debarati, Bain Joy M., Pierce Phillip G., Begley Darren W., Hewitt Stephen N., Udell Hannah S., Myler Peter J., Meganathan R., Hagen Timothy J.: Synthesis and biological evaluation of pyrazolopyrimidines as potential antibacterial agents. Bioorganic & Medicinal Chemistry Letters 2015, 25, 5699. <https://doi.org/10.1016/j.bmcl.2015.10.096>
  • Rajanna K. C., Venkateswarlu M., Satish Kumar M., Umesh Kumar U., Venkateshwarlu G., Saiprakash P. K.: Kinetics and mechanism of certain benzoylation reactions under Vilsmeier–Haack conditions using benzamide and oxychloride in acetonitrile medium. Int J of Chemical Kinetics 2013, 45, 69. <https://doi.org/10.1002/kin.20740>
  • Aneesa F., Rajanna K. C., Venkateswarlu M., Reddy K. Rajendar, Kumar Y. Arun: Efficient Catalytic Activity of Transition Metal Ions in Vilsmeier–Haack Reactions with Acetophenones. Int J of Chemical Kinetics 2013, 45, 721. <https://doi.org/10.1002/kin.20807>
  • Rajanna Kamatala Chinna, Venkanna Purugula, Kumar Mukka Satish, Gopal Soma Ram: Ultrasonically Assisted Synthesis of Aromatic Sulfonic Acids under Vilsmeier Haack Conditions in Acetonitrile Medium. IJOC 2012, 02, 336. <https://doi.org/10.4236/ijoc.2012.24046>
  • Venkateswarlu Marri, Satish Kumar Mukka, Ramgopal Soma, Rajanna Kamatala Chinna, Umesh Kumar Utkoor, Uppalaiah Kusampally, Saiprakash Pondichery Kuppuswamy: Kinetics and Mechanism of Certain Acetylation Reactions with Acetamide/Oxychloride in Acetonitrile under VilsmeierHaack Conditions. Helvetica Chimica Acta 2011, 94, 2168. <https://doi.org/10.1002/hlca.201100178>
  • Özpınar Gül Altınbaş, Kaufmann Dieter E., Clark Timothy: Formation of the Vilsmeier-Haack complex: the performance of different levels of theory. J Mol Model 2011, 17, 3209. <https://doi.org/10.1007/s00894-010-0941-z>
  • Feng Liheng, Chen Zhaobin: Light-emitting conjugated molecule containing 1,3,4-oxadiazole, carbazole and naphthalene units. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 2006, 63, 15. <https://doi.org/10.1016/j.saa.2005.04.036>
  • Watanabe Masataka, Matsumoto Taisuke, Mataka Shuntaro, Thiemann Thies: Facile Access to Condensed Arenothiophenes – Preparation of Dihydrophenanthrothiophenes and Dihydrophenanthro[1]Benzothiophenes. Journal of Chemical Research 2005, 2005, 564. <https://doi.org/10.3184/030823405774308925>
  • Watanabe Masataka, Mataka Shuntaro, Thiemann Thies: One pot Sonogashira-coupling/Wittig olefination procedures. Journal of Chemical Research 2005, 2005, 636. <https://doi.org/10.3184/030823405774663057>
  • Voitenko Z, Mazières M.R, Sanchez M, Wolf J.G: Newly substituted pentamethine merocyanines. Part 1: Synthesis, physical properties, and synthetic applications. Tetrahedron 2001, 57, 1059. <https://doi.org/10.1016/S0040-4020(00)01095-4>
  • Burchardt A., Klinkhammer K.-W., Lang G., Lauster M., Rihm A., Schmidt A.: ON THE SYNTHESIS AND STRUCTURE OF DINUCLEAR TETRACHLOROANTIMONY(V)-COMPLEXES. Main Group Metal Chemistry 1998, 21. <https://doi.org/10.1515/MGMC.1998.21.9.543>
  • Endová Magdalena, Masojidková Milena, Rosenberg Ivan: Transprotection of N-Benzoylated Nucleobase Derivatives by Dialkylaminomethylene Group. Nucleosides and Nucleotides 1997, 16, 2151. <https://doi.org/10.1080/07328319708002565>
  • Rajanna K.C, Solomon Florence, Ali Mir Moazzam, Saiprakash P.K: Kinetics and mechanism of Vilsmeier-Haack synthesis of 3-formyl chromones derived from o-hydroxy aryl alkyl ketones: A structure reactivity study. Tetrahedron 1996, 52, 3669. <https://doi.org/10.1016/0040-4020(96)00043-9>
  • Rihm A., Faerber J. E., Amann P., Deiseroth H. J., Schmidt A.: Trichloroantimon(V)‐methylphosphonat. Zeitschrift anorg allge chemie 1995, 621, 2029. <https://doi.org/10.1002/zaac.19956211209>
  • Weiß Robert, Rechinger Michael, Hampel Frank: Zum Mechanismus der α‐Eliminierung: hypervalente Ionenpaarung in einem Iodcarbenium‐iodid. Angewandte Chemie 1994, 106, 901. <https://doi.org/10.1002/ange.19941060811>
  • Weiss Robert, Rechinger Michael, Hampel Frank: Concerning the Mechanism of α‐Elimination: Hypervalent Ion Pairing in an Iodocarbenium Iodide. Angew. Chem. Int. Ed. Engl. 1994, 33, 893. <https://doi.org/10.1002/anie.199408931>
  • Nolte Christian, Schäfer Gerhard, Reichardt Christian: Synthesen mit aliphatischen Dialdehyden, XLV. Substituierte Glutaconaldehyd‐Derivate durch Vilsmeier‐Addition an 1‐Methoxy‐1‐buten‐3‐in, 1‐Methoxy‐1‐penten‐3‐in und 1‐(Dimethylamino)‐1‐buten‐3‐in und deren Reaktionen mit einigen Nucleophilen. Liebigs Ann. Chem. 1991, 1991, 111. <https://doi.org/10.1002/jlac.199119910121>
  • Hamed Atef, Müller Edgar, Jochims Johannes C.: The reaction of 2,4,6-tris(trimethylsiloxy)-1,3,5-triazine with chlorocarbenium ions: a new access to 1-oxa-3-azabutatrienium and 2-azaallenium salts. Tetrahedron 1986, 42, 6645. <https://doi.org/10.1016/S0040-4020(01)82103-7>
  • Nozaki Kenji, Yoshihara Masakuni, Enomura Kazunori, Matsubara Yoshio, Maeshima Toshihisa: Reduction of Sulfoxides by Thioformamizium Salts. Phosphorus and Sulfur and the Related Elements 1985, 22, 131. <https://doi.org/10.1080/03086648508073362>
  • Higashi Fukuji, Hoshio Atsushi, Kiyoshige Jun: Preparation of aromatic polyesters by the direct polycondensation reaction with diphenyl chlorophosphate in pyridine. J. Polym. Sci. Polym. Chem. Ed. 1983, 21, 3241. <https://doi.org/10.1002/pol.1983.170211120>
  • Julia M., Mestdagh H.: O-alkylation d'amides A l'aide de sels d'alkyldiphenylsulfonium. Tetrahedron 1983, 39, 433. <https://doi.org/10.1016/S0040-4020(01)88543-4>
  • Effenberger Franz, König Gerd: Darstellung von Carbonsäure‐dihalogenphosphorsäure‐anhydriden. Chem. Ber. 1981, 114, 916. <https://doi.org/10.1002/cber.19811140309>
  • Effenberger Franz: Elektrophile Agentien - neue Entwicklungen und präparative Anwendungen. Angew. Chem. 1980, 92, 147. <https://doi.org/10.1002/ange.19800920304>
  • Effenberger Franz: Electrophilic Reagents—Recent Developments and Their Preparative Application. Angew. Chem. Int. Ed. Engl. 1980, 19, 151. <https://doi.org/10.1002/anie.198001513>
  • Effenberger Franz, König Gerd, Klenk Herbert: Carbonsäure-dichlorophosphorsäure-anhydride — reaktive Zwischenstufen bei der Säurechlorid-Darstellung mit POCl3. Angew. Chem. 1978, 90, 740. <https://doi.org/10.1002/ange.19780900933>
  • Effenberger Franz, König Gerd, Klenk Herbert: Mixed Carboxylic‐Dichlorophosphoric Anhydrides—Reactive Intermediates in Acyl Chloride Synthesis with POCl3. Angew. Chem. Int. Ed. Engl. 1978, 17, 695. <https://doi.org/10.1002/anie.197806951>
  • Laber R.‐A., Schmidt A.: Chloroantimon(V)‐phosphate. Zeitschrift anorg allge chemie 1977, 428, 209. <https://doi.org/10.1002/zaac.19774280126>
  • Yakhontov L. N., Uritskaya M. Ya., Anisimova O. S., Filipenko T. Ya., Turchin K. F., Peresleni E. M., Sheinker Yu. N.: Reactions of 6-methoxy-1,2,3,4-tetrahydro-?-carbolin-1-ones and their dichlorophosphoryl-substituted derivatives with acetic anhydride. Chem Heterocycl Compd 1975, 11, 1107. <https://doi.org/10.1007/BF00471306>
  • Zhidkova A. M., Granik V. G., Glushkov R. G., Vlasova T. F., Anisimova O. S., Gus'kova T. A., Pershin G. N.: Lactam acetals. Chem Heterocycl Compd 1974, 10, 579. <https://doi.org/10.1007/BF00471332>
  • Fritz Helmut, Oehl Rudolf: Synthesen in der Reihe der Indole und Indolalkaloide, XII. Halogen‐Sauerstoff‐Austausch zwischen Formamidchloriden und Formamiden, nachgewiesen bei der Einführung deuterierter Formylgruppen nach Vilsmeier. Justus Liebigs Ann. Chem. 1971, 749, 159. <https://doi.org/10.1002/jlac.19717490118>
  • Gutorov L. A., Golovchinskaya E. S.: Syntheses in the purine field. Pharm Chem J 1971, 5, 395. <https://doi.org/10.1007/BF00772409>
  • Martin G.J., Poignant S., Filleux M.L., Quemeneur M.T.: Recherches sur la reaction de vilsmeier-haack etude du mecanisme de formation du complexe par des mesures cinetiques en resonance magnetique nucleaire. Tetrahedron Letters 1970, 11, 5061. <https://doi.org/10.1016/S0040-4039(00)96986-7>
  • Hasserodt Ulrich: Zur Chemie der Schwefelchloride, II. Die Reaktion von Schwefeldichlorid, Dischwefeldichlorid und Sulfurylchlorid mit (Thio) Amiden zu (Thio) Carbamidsäurechloriden und Senfölen. Chem. Ber. 1968, 101, 113. <https://doi.org/10.1002/cber.19681010115>
  • Bredereck Hellmut, Effenberger Franz, Zeyfang Dietrich, Hirsch Karl‐August: Orthoamide, VII Synthese vinyloger Amidacetale, Aminalester und Amidaminale. Chem. Ber. 1968, 101, 4036. <https://doi.org/10.1002/cber.19681011205>
  • Nikolajewski Hans Edmund, Dähne Siegfried, Hirsch Bodo: Neue Polymethinsynthesen, II. Vilsmeier‐Formylierung von Polyenaldehyden. Chem. Ber. 1967, 100, 2616. <https://doi.org/10.1002/cber.19671000822>
  • Ringel Chr., Lehmann H.‐A.: Zur Koordinationschemie des Rhenium(VII). I. Der Komplex aus Perrhenylchlorid und Dimethylformamid. Zeitschrift anorg allge chemie 1967, 353, 158. <https://doi.org/10.1002/zaac.19673530307>
  • Bredereck Karl, Humburger Siegbert: Über ein 4‐Dimethylamino‐1.3‐dimethyl‐uracil‐Phosphoroxychlorid‐Addukt. Chem. Ber. 1966, 99, 3227. <https://doi.org/10.1002/cber.19660991023>
  • Taylor E. C., Morrison R. W.: Bildung eines 2‐Thiocyanatopyrimidins aus einem 1‐Amino‐2‐thioxo‐1,2‐dihydropyrimidin und Dimethylformamid/Phosphoroxydchlorid. Angewandte Chemie 1965, 77, 859. <https://doi.org/10.1002/ange.19650771905>
  • Taylor E. C., Morrison R. W.: Formation of a 2‐Thiocyanatopyrimidine from a 1‐Amino‐2‐thioxo‐1,2‐dihydropyrimidine and Dimethylformamide/POCl3. Angew. Chem. Int. Ed. Engl. 1965, 4, 868. <https://doi.org/10.1002/anie.196508681>
  • Lehmann H.‐A., Ringel Ch. R., Költzsch V.: Zur Konstitution des DMF · SO2Cl2‐Komplexes — Eine neue Methode zur Darstellung von NaSO3Cl. Zeitschrift fuer Chemie 1965, 5, 313. <https://doi.org/10.1002/zfch.19650050819>