Diverse synthesis of pyrrolo/indolo[3,2-c]coumarins as isolamellarin-A scaffolds: a brief update

Abstract

The present review aims to review a vast body of literature on diverse synthetic methodology, biological, and fluorescence activities of pyrrolo/indolo[3,2-c]coumarin derivatives as published during the last 20 years. Synthesized...

4-Chloro-3-nitrocoumarin as a precursor for synthesis of 2-arylchromeno[3,4-b]pyrrol-4(3H)-ones: a case of nitro group directed reductive coupling

“…Pyrrolocoumarins represent an important molecular skeleton that occurs in a variety of natural products. 1 In particular, chromeno[3,4- b ]pyrrol-4(3 H )-one is the main core structure present in the biologically active marine alkaloids ningalin B and lamellarin D that exhibit HIV-1 integrase inhibition, immunomodulatory activity, and cytotoxicity (Fig. 1).…”

Recent advances in the synthesis of chromenone fused pyrrolo[2,1-a]isoquinoline derivatives

“…Here, we review the recent literature on synthesizing distinctly oriented 2H/4Hchromen-2/4-one fused to the five-membered ring of pyrrolo-[2,1-a]isoquinolines and their derivatives from suitable precursors covering the advances from 2016 to 2023. Although some of the methods have been discussed in related surveys, 20,[52][53][54][55] to the best of knowledge, this is the first review specifically covering both 2H/4H-chromen-2/4-one fused to the fivemembered ring of pyrrolo[2,1-a]isoquinolines. We have classified our review into several sections based on the starting materials, strategies and use of catalysts, and according to various modes of ring construction.…”

Green and Efficient Construction of Chromeno[3,4-c]pyrrole Core via Barton–Zard Reaction from 3-Nitro-2H-chromenes and Ethyl Isocyanoacetate

“…The chromenopyrrole moiety is present in a wide range of natural and synthetic compounds with a number of important useful properties [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 ]. Thus, chromeno[3,4- b ]pyrrole scaffold is the basis of the skeleton of type I lamellarin alkaloids isolated from marine mollusks, tunicates and sponges [ 1 , 2 ] ( Figure 1 ).…”

“…Pericyclic pyrrolo[3,4- c ]coumarin 4 emits blue light and may be tested as blue-light emitters with an electron-transporting ability [ 10 ] ( Figure 1 ). In view of the above, the development of methods for the synthesis of these classes of compounds is being carried out by various scientific groups, and the search for new effective approaches to the design of chromenopyrrole scaffolds continues [ 11 , 12 , 13 , 14 , 15 ].…”