Synthesis of Trisubstituted Oxazoles via Aryne Induced [2,3] Sigmatropic Rearrangement-Annulation Cascade.
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DOI: 10.1021/acs.orglett.2c01379
Abstract: A transition-metal-free, [2,3] sigmatropic rearrangement-annulation cascade of 2-substituted thio/amino acetonitriles with arynes allowing the synthesis of 2,4,5-trisubstituted oxazoles under mild conditions has been demonstrated. The key sulfur/nitrogen ylides were generated by the initial S/N arylation… read more here.
Keywords: synthesis trisubstituted; rearrangement annulation; annulation cascade; rearrangement ... See more keywords
Asymmetric 2,4-Dienylation/[4 + 2] Annulation Cascade to Construct Fused Frameworks via Auto-Tandem Palladium Catalysis.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01084
Abstract: A palladium catalyzed tandem reaction between ortho-functionalized aryl enones and 2,4-dienyl carbonates has been presented, proceeding through sequential 2,4-dienylation/Michael addition/π-σ-π isomerization/allylic alkylation. A broad array of enantioenriched architectures having fused and spirocyclic frameworks are constructed… read more here.
Keywords: dienylation; catalysis; annulation cascade; asymmetric dienylation ... See more keywords
Stereoselective synthesis of fully substituted ethylenes via an Ag-catalyzed 1,6-nucleophilic addition/annulation cascade.
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DOI: 10.1039/c9cc10022a
Abstract: A catalytic 1,6-nucleophilic addition/annulation cascade was developed for the first time, and used to produce 27 hitherto unreported ethylene-linked 1-naphthol-imidazole pairs with generally good yields and complete stereoselectivity. An Ag2O-catalyzed reaction of yne-allenone esters with… read more here.
Keywords: fully substituted; annulation cascade; addition; synthesis fully ... See more keywords
A Ru(II)-Catalyzed C–H Activation and Annulation Cascade for the Construction of Highly Coumarin-fused Benzo[a]quinolizin-4-ones and Pyridin-2-ones
Sign Up to like & getrecommendations! Published in 2023 at "Organic Chemistry Frontiers"
DOI: 10.1039/d3qo00255a
Abstract: A Ru(II)-catalyzed C–H activation and annulation cascade were successfully established for the constructions of coumarin-fused benzo[a]quinolizin-4-ones and pyridin-2-ones, in which the intriguing 6-6-6-6-6 pentacyclic coumarin-fused scaffold was formed by a... read more here.
Keywords: annulation cascade; fused benzo; catalyzed activation; coumarin fused ... See more keywords
Practical synthesis of isocoumarins via Rh(III)-catalyzed C–H activation/annulation cascade
Sign Up to like & getrecommendations! Published in 2023 at "Beilstein Journal of Organic Chemistry"
DOI: 10.3762/bjoc.19.10
Abstract: Herein, we report an unprecedented Rh(III)-catalyzed C–H activation/annulation cascade of readily available enaminones with iodonium ylides towards the convenient synthesis of isocoumarins. This coupling system proceeds in useful chemical yields (up to 93%) via a… read more here.
Keywords: annulation cascade; annulation; catalyzed activation; activation annulation ... See more keywords