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Aromatic C(sp2)H Dehydrogenative Coupling Reactions: Heterocycles Synthesis [Hardback]

  • Format: Hardback, 310 pages, height x width: 234x156 mm, weight: 585 g, 100 Illustrations, black and white
  • Pub. Date: 18-Nov-2019
  • Publisher: CRC Press
  • ISBN-10: 0367347296
  • ISBN-13: 9780367347291
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  • Format: Hardback, 310 pages, height x width: 234x156 mm, weight: 585 g, 100 Illustrations, black and white
  • Pub. Date: 18-Nov-2019
  • Publisher: CRC Press
  • ISBN-10: 0367347296
  • ISBN-13: 9780367347291
Other books in subject:
This comprehensive text covers the research and development trends in the growing field of aromatic CH dehydrogenative coupling reactions, leading to different types of heterocycles. The author provides answers to how these coupling reactions occur, what kinds of heterocycles are synthesized, and what their advantages are. The palladium-, rhodium-, iridium-, copper-, cobalt-, ruthenium-, and ferric-catalyzed aromatic C(sp2)H dehydrogenative cross-coupling reactions are described in detail. A useful reference source for researchers and graduates in the field of heterocyclic chemistry and transition-metal-catalyzed dehydrogenative coupling reactions.

Features:











Comprehensive volume on the synthesis of benzo-heterocycles via aromatic C(sp2)H bond activation.





Heterocycles are of paramount importance to medicinal chemistry and drug discovery.





Provides a comprehensive literature survey on the construction of heterocycles.





Reaction procedures and mechanistic explanations are included, which will appeal to those in fine chemicals and pharmaceutical companies.
Preface xi
Author xiii
Chapter 1 Five-Membered N-Heterocycles
1(60)
1.1 Introduction
1(1)
1.2 Indoles
1(14)
1.3 Oxindoles
15(5)
1.4 Spiro-Oxindoles
20(1)
1.5 Isoindoles
21(13)
1.6 Carbazoles
34(3)
1.7 Fused Indoles
37(2)
1.7.1 Pyrido-Indoles
37(1)
1.7.2 Chromeno- and Quinolino-Indoles
37(2)
1.8 Indazoles
39(7)
1.8.1 1H-Indazoles
39(3)
1.8.2 2H-Indazoles
42(4)
1.9 Benzimidazoles
46(3)
1.10 Benzotriazoles
49(1)
1.11 Conclusion
50(1)
References
51(10)
Chapter 2 Six- and Higher-Membered N-Heterocycles
61(66)
2.1 Introduction
61(1)
2.2 Quinoline
61(4)
2.3 Quinolinone
65(5)
2.4 Isoquinoline
70(10)
2.5 Isoquinolinone
80(10)
2.6 Acridine
90(3)
2.7 Phenanthridine
93(8)
2.8 Cinnolines and Phthalazine
101(3)
2.9 Quinazoline
104(3)
2.10 Phenazine
107(1)
2.11 Seven-Membered N-Heterocycles
107(12)
2.11.1 Benzazepine
107(6)
2.11.2 Dibenzazepine
113(2)
2.11.3 Benzodiazepine
115(2)
2.11.4 Benzazocine and Benzazonine
117(2)
2.12 Conclusion
119(1)
References
119(8)
Chapter 3 N-Bridged Heterocycles
127(46)
3.1 Introduction
127(1)
3.2 Five-Membered JV-Bridged Heterocycles
127(14)
3.2.1 Pyrrolo-Indoles
127(2)
3.2.2 Indolo-Indole, Isoindolo-Indole and Indolo-Carbazole
129(3)
3.2.3 Isoindolo-Isoquinoline
132(4)
3.2.4 Indolizine
136(1)
3.2.5 Imidazo-Indole and Imidazo-Isoindole
137(2)
3.2.6 Imidazo-Pyridine
139(1)
3.2.7 Indazolo-Phthalazine
140(1)
3.3 Six-Membered N-Bridged Heterocycles
141(21)
3.3.1 Pyrrolo-Quinoline and Pyrrolo-Isoquinoline
141(3)
3.3.2 Indolo-Quinoline and Indolo-Isoquinoline
144(1)
3.3.3 Isoquinolino-Isoquinoline
145(2)
3.3.4 Pyrazolo-Isoquinoline and Pyrazolo-Cinnoline
147(3)
3.3.5 Imidazo-Fused Heterocycles
150(2)
3.3.6 Pyrimido-Indole
152(1)
3.3.7 Pyrido-Quinazoline
152(2)
3.3.8 Isoquinolino-Quinazoline and Quinazolino-Phenanthridine
154(3)
3.3.9 Cationic Six-Membered N-Bridged Heterocycles
157(5)
3.4 Seven-Membered N-Bridged Heterocycles
162(3)
3.5 Conclusion
165(1)
References
166(7)
Chapter 4 Five-Membered O-Heterocycles
173(22)
4.1 Introduction
173(1)
4.2 Dihydrobenzofurans
173(3)
4.3 Spiro-Dihydrobenzofurans
176(2)
4.4 Benzofurans
178(3)
4.5 Dibenzofurans
181(1)
4.6 Benzofurochromens
182(1)
4.7 Thienobenzofurans
183(1)
4.8 Isobenzofurans
184(7)
4.9 Conclusion
191(1)
References
191(4)
Chapter 5 Six- and Seven-Membered O-Heterocycles
195(28)
5.1 Introduction
195(1)
5.2 Chromene
195(3)
5.3 Coumarin
198(2)
5.4 Isochromene
200(1)
5.5 Isocoumarin
201(5)
5.6 Heterocycle-Fused Coumarin and Isocoumarin
206(2)
5.7 Benzo[ c]chromene
208(1)
5.8 Benzo[ c]chromen-6-one
209(3)
5.9 Benzo[ tfe]chromene
212(3)
5.10 Xanthene and Xanthene-9-one
215(1)
5.11 Seven-Membered 0-Heterocycles
216(2)
5.12 Conclusion
218(1)
References
219(4)
Chapter 6 N, O-Heterocycles
223(10)
6.1 Introduction
223(1)
6.2 Benzoxazole
223(1)
6.3 Benzo[ 1,3]oxazine
224(3)
6.4 Benzo[ 1,2]oxazepine
227(2)
6.5 Dibenzooxazepine
229(1)
6.6 Conclusion
230(1)
References
231(2)
Chapter 7 N, S-Heterocycles
233(16)
7.1 Introduction
233(1)
7.2 Benzoisothiazoles
233(1)
7.3 Benzothiazoles
233(2)
7.4 Benzo[ 4,5]isothiazolo[ 2,3-a]indoles
235(1)
7.5 Benzothiazines
236(3)
7.6 Dibenzo[ c,e][ 1,2]thiazines
239(2)
7.7 Benzothiadiazines
241(1)
7.8 Benzothiazepines
242(1)
7.9 Dibenzothiazepines
243(1)
7.10 Benzothiazocines
244(1)
7.11 Conclusion
245(1)
References
245(4)
Chapter 8 S- and S, O-Heterocycles
249(14)
8.1 Introduction
249(1)
8.2 Five-Membered S-Heterocycles
249(5)
8.2.1 Benzo[ fc]fhiophene
249(1)
8.2.2 Dibenzo[ M]thiophene
249(4)
8.2.3 Fused Thiophenes
253(1)
8.3 Six-Membered S- and Se-Heterocycles
254(2)
8.3.1 Thiochroman
254(1)
8.3.2 Benzo[ c]thiochromene
255(1)
8.3.3 Thioxanthene and Thioxanthene-9-one
255(1)
8.3.4 Selenoxanthones
256(1)
8.4 Seven-Membered 5-Heterocycles
256(1)
8.5 5, O-Heterocycles
257(2)
8.6 Conclusion
259(1)
References
259(4)
Chapter 9 P- and Si-Heterocycles
263(18)
9.1 Introduction
263(1)
9.2 P-Heterocycles
263(4)
9.2.1 Phosphindol
263(3)
9.2.2 Benzophosphindole
266(1)
9.3 P, O-Heterocycles
267(3)
9.3.1 Benzo[ 1,2]oxaphosphole
267(1)
9.3.2 Benzo[ 1,2]oxaphosphinine
268(1)
9.3.3 Dibenzo[ 1,2]oxaphosphinine
269(1)
9.4 P.N-Heterocycles
270(1)
9.4.1 Benzo[ 1,2]azaphosphinine
270(1)
9.4.2 Dibenzo[ 1,2]azaphosphinine
270(1)
9.5 Si-Heterocycles
271(4)
9.5.1 Benzosilole and Benzosiline
271(1)
9.5.2 Dibenzosilole
272(2)
9.5.3 Tribenzo[ b,d,f]silepine
274(1)
9.6 Si, O-Heterocycles
275(1)
9.7 Conclusion
276(1)
References
277(4)
Chapter 10 Natural Products Synthesis
281(12)
10.1 Introduction
281(1)
10.2 Natural Products Containing Nitrogen Heterocycles
281(6)
10.3 Natural Products Containing Oxygen Heterocycles
287(3)
10.4 Conclusion
290(1)
References
290(3)
Index 293
Prof. Bagher Eftekhari-Sis obtained his PhD from Sharif University of Technology under the supervision of Prof. Mohammed M. Hashemi in 2009 and then joined the Chemistry Department of the University of Maragheh. His research field involves the synthesis of heterocyclic compounds, supported catalysts, and polymeric and nano-materials. He has some reviews in the fields of organic transformations, especially in the heterocycle synthesis trends in the leading chemistry journal Chemical Reviews.