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10.24.3 Pyrimido[1,6-a]indoles and Related Benzo-Fused Ring Systems

DOI: 10.1055/sos-SD-110-02000

Harris, P. A.Science of Synthesis Knowledge Updates, (20213109.

General Introduction

The synthesis and chemistry of pyrimido[1,6-a]indoles as a subclass will be reviewed in this section. Because the published chemistry around the core tricycle pyrimido[1,6-a]indole (1) is limited, the related ring systems of the more common indolo[1,2-c]quinazoline (2) and the less common pyrido[2,1:2,3]pyrimido[1,6-a]indol-5-ium salts 3, both benzo-fused at the pyrimidine ring, are also covered in this section. To avoid confusion, because they are grouped together the numbering system for chapter subheadings will follow that for the core pyrimido[1,6-a]indole (1) tricycle, as illustrated in Scheme 1. Indolo[1,2-c]quinazolines have attracted particular attention as this tetracyclic structure is contained in the alkaloid hinckdentine A (4),[‌1‌] whilst 6-substituted indolo[1,2-c]quinazolines have demonstrated significant antibacterial and antifungal activities.[‌2‌,‌3‌]

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