Azaheterocycles Based on α, β-Unsaturated Carbonyls by Valentin A. Chebanov, Sergey M. Desenko, Thomas W. Gurley

By Valentin A. Chebanov, Sergey M. Desenko, Thomas W. Gurley (auth.)

This monograph is dedicated to heterocyclization of aliphatic and fragrant a,ß-unsaturated carbonyls with numerous binucleophiles. those reactions produce in part hydrogenated nitrogen-containing heterocycles which are attention-grabbing as a result of their major function in organic procedures. they are often utilized in conjunction with combinatorial excessive throughput tools that contain microwave-assisted and ultrasonic-promoted reactions. The monograph is a entire overview of the recognized literature facts dedicated to the reactions of a,ß-unsaturated ketones, their man made equivalents and precursor. it truly is meant for chemists operating within the box of experimental syntheses and theoretical investigations of nitrogen-containing heterocycles, teachers at college and graduate students.

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Shishkin, O. ; Struchkov, Y. ; Ivkov, S. M. Khim. Geterotsikl. , 1995, 950. 108. Orlov, V. ; Vorob’eva, N. ; Demenkova, N. ; Chesnovskii, V. ; Yaremenko, F. G. Khim. Geterotsikl. , 1988, 328; 109. Zbruyev A. , Yaremenko F. , Chebanov V. , Desenko S. , Shishkin O. , Lukinova E. , Knyazeva I. V. Izv. Akad. Nauk. Ser. , 2006, 350. 110. Chebanov, V. ; Zbruyev, A. ; Vashchenko, V. ; Desenko, S. ; Doroshenko, F. ; Yaremenko, F. ; Musatov, V. , Vorob’eva, N. ; Orlov, V. D. XX Ukrainian Conference in Organic Chemistry, Odessa, 2004, 87.

For example, Palaska et al. [12] and Fathi et al. [54] reported the synthesis of pyrazolines 34 in high yields by the reaction of unsaturated ketones 32 and phenylhydrazine 42 2 Five-Membered Azaheterocycles 33 in glacial acetic acid. 9). Reactions with another hydrazide 39 leading to pyrazolines 40 are also carried out in acetic acid [16]. 9 To accelerate the reactions rates and to increase their yields, sometimes microwave-assisted procedures are applied. The first mention of using a solvent-free microwave procedure was in [55].

9. Terrett, N. ; Bell, A. ; Bioorg. Med. Chem. Lett. 1996, 6, 1819. 10. Elguero, J. In Comprehensive Heterocyclic Chemistry II; Katritzky, A. ; Rees, C. ; Scriven, E. F. V. ); Pergamon Elsevier: Oxford, 1996, 6, 1. 11. Singh, S. ; Reddy, P. ; Rao, K. ; Lohray, B. ; Rajjak, S. ; Rao, Y. ; Venkatewarlu, A. Bioorg. Med. Chem. Lett. 2004, 14, 499. 12. ; Demirdamar, R. Eur. J. Med. Chem. Chim. ,1996, 31, 43. 13. Cox, C. ; Breslin, M. ; Mariano, B. ; Coleman, P. ; Buser, C. ; Walsh, E. ; Huber, H. ; Kohl, N.

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