Topic
Annulation
About: Annulation is a research topic. Over the lifetime, 10152 publications have been published within this topic receiving 189701 citations.
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TL;DR: A short total synthesis of the bacterial coenzyme methoxatin (1) (4,5-dihydro-4, 5-dioxo-1H-pyrrolo[2,3-f]quinoline-2,7,9-tricarboxylic acid) is described in this article.
69 citations
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TL;DR: The scope of this methodology is extended by using the resulting 2-perfluoroalkyl-3-iodo quinolines in Suzuki, annulation, dehalogenation and carboxylation reactions.
Abstract: A series of highly substituted 2-perfluoroalkyl-3-iodoquinolines are prepared by two different methods in good to excellent yields under mild reaction conditions. The first method involves iodocyclization of perfluoroalkyl propargyl imines with I2-CAN. The second method involves iodocyclization of perfluoroalkyl propargyl amines using I2 and ICl. The perfluoroalkyl propargyl amines are prepared in excellent yields viaSonogashira coupling of easily accessible imidoyl iodides with alkynes followed by reduction with NaBH3CN. The scope of this methodology is extended by using the resulting 2-perfluoroalkyl-3-iodo quinolines in Suzuki, annulation, dehalogenation and carboxylation reactions. Antimalarial activity of the 2-perfluoroalkyl-3-iodoquinolines is discussed.
69 citations
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69 citations
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TL;DR: Hypervalent iodine(III)-induced oxidative [4+2] annulation of o-phenylenediamines and electron-deficient alkynes under metal-free conditions has been developed and allows for direct access to quinoxalines bearing two electron-withdrawing groups in an efficient manner.
69 citations
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TL;DR: A manganese-catalyzed bicyclic annulation of imines with α,β-unsaturated esters via C-H activation via C–H activation is described, which provides an expedient access to fused β-lactams in one-step operation with high efficiency and good functional group tolerance.
Abstract: A manganese-catalyzed bicyclic annulation of imines with α,β-unsaturated esters via C–H activation is described, which provides an expedient access to fused β-lactams in one-step operation with high efficiency and good functional group tolerance. Of note, both ketimines and aldimines are amenable to this transformation. Mechanistic studies have identified a five-membered azamanganacycle as the key reaction intermediate.
69 citations