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Sambasivarao Kotha - One of the best experts on this subject based on the ideXlab platform.
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a new synthetic strategy to 2 3 diallyl 1 4 quinones via one pot double Claisen Rearrangement and retro diels alder reaction
ChemInform, 2016Co-Authors: Sambasivarao Kotha, Rama GuntaAbstract:A simple alternative method to 2,3-diallyl-1,4-quinone derivatives via a one-pot double Claisen Rearrangement and retro Diels—Alder reaction sequence involving readily available starting materials is reported.
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a new synthetic strategy to 2 3 diallyl 1 4 quinones via one pot double Claisen Rearrangement and retro diels alder reaction
Tetrahedron Letters, 2016Co-Authors: Sambasivarao Kotha, Rama GuntaAbstract:Abstract A simple and an efficient synthetic strategy to 2,3-diallyl-1,4-quinone derivatives via a highly reliable and 100% atom economic reactions such as Diels–Alder (DA) reaction, Claisen Rearrangement (CR), and retro Diels–Alder (rDA) reaction as key steps is reported.
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diversity oriented approach to cyclophanes via Claisen Rearrangement and ring closing metathesis as key steps
Tetrahedron Letters, 2014Co-Authors: Sambasivarao Kotha, Gopalkrushna T WaghuleAbstract:Abstract Among numerous reactions to prepare cyclophane derivatives, Claisen Rearrangement reaction is very useful. We have prepared cyclophanes containing ethylene oxy bridge by double Claisen Rearrangement reaction and ring-closing metathesis reaction as key steps.
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design and synthesis of 1 benzazepine derivatives by strategic utilization of suzuki miyaura cross coupling aza Claisen Rearrangement and ring closing metathesis
European Journal of Organic Chemistry, 2008Co-Authors: Sambasivarao Kotha, Vrajesh R ShahAbstract:A new and simple methodology has been realized for the synthesis of 7-substituted 2,3,4,5-tetrahydro-1-benzazepine derivatives with Suzuki-Miyaura cross-coupling, aza-Claisen Rearrangement and ring-closing metathesis (RCM) the key steps. Here, o-allylacetanilide derivatives were obtained by Suzuki-Miyaura cross-coupling of the corresponding o-iodoacetanilides. The o-allylacetanilides, on N-allylation under phase-transfter catalysis conditions, provided diallyl derivatives as suitable precursors for RCM. These diallyl derivatives, on treatment with Grubbs' second-generation catalyst, gave the 1-benzazepine derivatives in moderate-to-good yields. These RCM products were found to be unstable and so they were hydrogenated to provide stable tetahydro-1-benzazepine derivatives 25-28. 1H-1-Benzazepin-2-one derivatives 44 and 45 were synthesized following a similar sequence. In addition, the aza-Claisen Rearrangement was utilized as a key step in the preparation of RCM precursor 17.
Rama Gunta - One of the best experts on this subject based on the ideXlab platform.
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a new synthetic strategy to 2 3 diallyl 1 4 quinones via one pot double Claisen Rearrangement and retro diels alder reaction
ChemInform, 2016Co-Authors: Sambasivarao Kotha, Rama GuntaAbstract:A simple alternative method to 2,3-diallyl-1,4-quinone derivatives via a one-pot double Claisen Rearrangement and retro Diels—Alder reaction sequence involving readily available starting materials is reported.
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a new synthetic strategy to 2 3 diallyl 1 4 quinones via one pot double Claisen Rearrangement and retro diels alder reaction
Tetrahedron Letters, 2016Co-Authors: Sambasivarao Kotha, Rama GuntaAbstract:Abstract A simple and an efficient synthetic strategy to 2,3-diallyl-1,4-quinone derivatives via a highly reliable and 100% atom economic reactions such as Diels–Alder (DA) reaction, Claisen Rearrangement (CR), and retro Diels–Alder (rDA) reaction as key steps is reported.
Ernesto G. Occhiato - One of the best experts on this subject based on the ideXlab platform.
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pentannulation reaction by tandem gold i catalyzed propargyl Claisen Rearrangement nazarov cyclization of enynyl vinyl ethers
Organic Letters, 2018Co-Authors: Antonia Rinaldi, Stefano Magnolfi, Dina Scarpi, Martina Petrovic, Ernesto G. OcchiatoAbstract:The tandem gold(I)-catalyzed propargyl Claisen Rearrangement/Nazarov cyclization of propargyl vinyl ether derivatives, followed by in situ reduction of the resulting carbonyl group, provides functionalized cyclopentadienes fused with various N-hetero- and carbacycles, including indoles, in good to excellent yields. The reaction occurs with high regioselectivity, with the position of the double bonds in the five-membered ring depending on the type of (hetero)cycle bearing the propargylic moiety and the side chain on the latter.
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Pentannulation Reaction by Tandem Gold(I)-Catalyzed Propargyl Claisen Rearrangement/Nazarov Cyclization of Enynyl Vinyl Ethers
2018Co-Authors: Antonia Rinaldi, Martina Petrović, Stefano Magnolfi, Dina Scarpi, Ernesto G. OcchiatoAbstract:The tandem gold(I)-catalyzed propargyl Claisen Rearrangement/Nazarov cyclization of propargyl vinyl ether derivatives, followed by in situ reduction of the resulting carbonyl group, provides functionalized cyclopentadienes fused with various N-hetero- and carbacycles, including indoles, in good to excellent yields. The reaction occurs with high regioselectivity, with the position of the double bonds in the five-membered ring depending on the type of (hetero)cycle bearing the propargylic moiety and the side chain on the latter
David W. Lupton - One of the best experts on this subject based on the ideXlab platform.
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n heterocyclic carbene catalyzed ireland coates Claisen Rearrangement synthesis of functionalized β lactones
Journal of the American Chemical Society, 2013Co-Authors: Lisa Candish, David W. LuptonAbstract:The N-heterocyclic carbene (NHC)-catalyzed Claisen Rearrangement of hybrid Ireland–Coates structures has been achieved, allowing the stereoselective synthesis of highly functionalized β-lactones. The reaction proceeds with high diastereoselectivity (>20:1) and affords a diverse range of β-lactone fused cyclopentanes. Mechanistic studies are detailed.
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N‑Heterocyclic Carbene-Catalyzed Ireland–Coates Claisen Rearrangement: Synthesis of Functionalized β‑Lactones
2013Co-Authors: Lisa Candish, David W. LuptonAbstract:The N-heterocyclic carbene (NHC)-catalyzed Claisen Rearrangement of hybrid Ireland–Coates structures has been achieved, allowing the stereoselective synthesis of highly functionalized β-lactones. The reaction proceeds with high diastereoselectivity (>20:1) and affords a diverse range of β-lactone fused cyclopentanes. Mechanistic studies are detailed
S Chandrasekhar - One of the best experts on this subject based on the ideXlab platform.
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the ireland Claisen Rearrangement strategy towards the synthesis of the schizophrenia drug asenapine
Organic and Biomolecular Chemistry, 2016Co-Authors: Raghunath Reddy Anugu, Prathama S Mainkar, Balasubramanian Sridhar, S ChandrasekharAbstract:(±)-Asenapine, sold in the market as Saphris/Sycrest for the treatment of bipolar disorders, is synthesized in an optically pure form involving an Ireland–Claisen Rearrangement as the key step. This approach allows access to all diastereomers.