10.24. 3 Product Subclass 3: Pyrimido[1,6-a ]indoles and Related Benzo-Fused Ring Systems
Book
Editors: Clarke, P. A.; Joule, J. A.; Marsden, S. P.; Petersson, E. J.
Title: Knowledge Updates 2021/3
Print ISBN: 9783132442092; Online ISBN: 9783132442115; Book DOI: 10.1055/b000000500
1st edition © 2021 Thieme. All rights reserved.
Georg Thieme Verlag KG, Stuttgart
Subjects: Organic Chemistry;Chemical Reactions, Catalysis;Organometallic Chemistry;Laboratory Techniques, Stoichiometry
Science of Synthesis Knowledge Updates
Parent publication
Title: Science of Synthesis
DOI: 10.1055/b-00000101
Series Editors: Fürstner, A. (Editor-in-Chief); Carreira, E. M.; Faul, M.; Kobayashi, S.; Koch, G.; Molander, G. A.; Nevado, C.; Trost, B. M.; You, S.-L.
Type: Multivolume Edition
Abstract
Methods for the synthesis of pyrimido[1,6-a]indoles, indolo[1,2-c]quinazolines, and the less-common pyrido[2′,1′:2,3]pyrimido[1,6-a]indol-5-ium ring systems are reviewed in this chapter. Indolo[1,2-c]quinazolines are the most represented in the literature, most often being accessed via cyclization of either 2-(2-aminoaryl)indoles or 2-(2-haloaryl)indoles, although a variety of additional approaches are described.
Key words
pyrimido[1,6-a]indoles - indolo[1,2-c]quinazolines - pyrido[2′,1′:2,3]pyrimido[1,6-a]indol-5-ium salts - cyclization- 1 Douki K, Ono H, Taniguchi T, Shimokawa J, Kitamura M, Fukuyama T. J. Am. Chem. Soc. 2016; 138: 14 578
- 3 Rohini R, Shanker K, Reddy PM, Sekhar VC, Ravinder V. Arch. Pharm. (Weinheim, Ger.) 2009; 342: 533
- 4 Arcadi A, Cacchi S, Fabrizi G, Ghirga F, Goggiamani A, Iazzetti A, Marinelli F. Beilstein J. Org. Chem. 2018; 14: 2411
- 8 Arcadi A, Cacchi S, Fabrizi G, Ghirga F, Goggiamani A, Iazzetti A, Marinelli F. Synthesis 2018; 50: 1133