A straightforward, environmentally benefcial synthesis of spiro[diindeno[1,2‑b:2′,1′‑e]py ridine‑11,3′‑indoline]‑2′,10,12‑tri ones mediated by a nano‑ordered reusable catalyst

Demchuk, Oleg M.; Fathi, Mahsa; Naimi-Jamal, M. Reza; Dekamin, Mohammad G.; Panahi, Leila

A straightforward, environmentally benefcial synthesis of spiro[diindeno[1,2‑b:2′,1′‑e]py ridine‑11,3′‑indoline]‑2′,10,12‑tri ones mediated by a nano‑ordered reusable catalyst

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Fathi_Naimi-Jamal_Dekamin_Panahi_Demchuk_A_straightforward_environmentally_beneficial_synthesis.pdf(3.1 MB)

Date

2021

Authors

Publisher

Nature Research

Abstract

A library of new spiro[diindeno[1,2-b:2′,1′-e]pyridine-11,3′-indoline]-2′,10,12-trione derivatives has been prepared in an efficient, one-pot pseudo four-component method mediated by a reusable heterogeneous nano-ordered mesoporous SO3H functionalized-silica (MCM-41-SO3H) catalyst. Excellent yields, short reaction times, as well as convenient non-chromatographic purification of the products and environmental benefits such as green and metal-free conditions constitute the main advantages of the developed synthetic methodology. The obtained fused indole-indenone dyes would be of interest to pharmaceutical and medicinal chemistry. Furthermore, due to their sensitivity to pH changes, they could be used as novel pH indicators.

Citation

"Scientifc Reports", 2021, Vol. 11, 4820