- Triethyl phosphite mediated domino reaction: Direct conversion of ω-nitroalkenes into N-heterocycles
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(Chemical Equation Presented) Dominos on cycles: Several N-heterocycles, such as 3,4-dihydro-2H-1,4-benzoxazines, 1,2,3,4-tetrahydroquinoxalines, and 1,2,3,4-tetrahydroquinolines, can be obtained through a novel domino reaction mediated by triethyl phosph
- Merisor, Elena,Conrad, Jurgen,Klaiber, Iris,Mika, Sabine,Beifuss, Uwe
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- Base-mediated intramolecular one-pot double-cyclization of epoxide-tethered 2-fluorobenzenesulfonamides: An avenue to 1,4-benzoxazine-fused benzothiaoxazepine-1,1-dioxides
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Herein, we describe the synthesis of hitherto unknown 1,4-benzoxazine-fused benzothiaoxazepine-1,1-dioxides by a NaH-promoted intramolecular one-pot double-cyclization of epoxide-tethered 2-fluorobenzene sulfonamides. Mechanistically, the reactions proceed via an intramolecular epoxide ring-opening followed by an intramolecular nucleophilic aromatic substitution. The high yields, mild conditions, complete regio- and diastereoselectivity, and a wide substrate scope render this protocol well suited for drug discovery efforts.
- Das, Jonali,Borah, Biraj Jyoti,Das, Sajal Kumar
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supporting information
p. 220 - 224
(2020/01/13)
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- Enantioselective Aza-Wacker-Type Cyclization Promoted by Pd-SPRIX Catalyst
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An enantioselective aza-Wacker-type reaction was developed. When alkenyl sulfonamide substrates were treated with the Pd-SPRIX catalyst in the presence of oxone as an oxidant, the olefin was attacked intramolecularly by the nitrogen nucleophile to constru
- Sen, Abhijit,Takenaka, Kazuhiro,Sasai, Hiroaki
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supporting information
p. 6827 - 6831
(2018/11/02)
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- Tetrathiafulvalene: a catalyst for sequential radical-polar reactions
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The reaction between tetrathiafulvalene (TTF) and suitable arenediazonium salts leads to products arising from an ordered sequence of reactions featuring electron transfer, loss of nitrogen, radical cyclisation and nucleophilic substitution.The tetrathiafulvalenium salt 6 is shown to be an intermediate in the reaction, with substitution of TTF occuring via an SN1 mechanism.The reactions are catalytic in TTF and the final substitution can be achieved by several nucleophiles.Extension of the reaction to the synthesis of bi- and tricyclic ring systems has been investigated.
- Fletcher, Rodney J.,Lampard, Christopher,Murphy, John A.,Lewis, Norman
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p. 623 - 634
(2007/10/02)
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