- Metal-free Decarboxylative Annulation of 2-Aryl-2-isocyano-acetates with Aryldiazonium Salts: General Access to 1,3-Diaryl-1,2,4-triazoles
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Isocyanoacetates are versatile substrates for the synthesis of heterocyclic compounds, but the concomitant decarboxylation remains rare. Herein we report a decarboxylative annulation reaction of 2-aryl-2-isocyanoacetates with aryldiazonium salts. This metal-free, base-promoted protocol allows for the access to a broad collection of 1,3-diaryl-1,2,4-triazoles, including chiral triazole-based binaphthalene ligands, drug mimics, and synthetic intermediates of druglike molecules. (Figure presented.).
- Tian, Yu-Ting,Zhang, Fa-Guang,Nie, Jing,Cheung, Chi Wai,Ma, Jun-An
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supporting information
p. 227 - 233
(2020/10/12)
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- An approach to 1-aryl-1,2,4-triazoles
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A series of different 1,3,5-trisubstituted 1,2,4-triazoles 9 have been readily prepared by simple oxidation of corresponding N-alkylamide arylhydrazones (amidrazones) 5 with hydrogen peroxide or potassium permanganate.
- Buzykin,Bredikhina
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- REACTION OF BENZONITRILE N-(p-NITROPHENYL)IMIDE WITH 5-SUBSTITUTED TETRAZOLES: A NEW ROUTE TO SUBSTITUTED 1,2,4-TRIAZOLES VIA N-HYDRAZONOYLTETRAZOLES
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A wide range of phenyl 5-R-substituted (R = aryl, alkyl, amino, halo, H) 1- and 2-hydrazonoyltetrazoles has been synthesized.Substituent effects on the orientation of nitrile imide attack on 5-aryltetrazoles are reported.Thermolysis and fragmentation of t
- Butler, Richard N.,Fitzgerald, Kevin J.
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p. 1587 - 1592
(2007/10/02)
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- About Nitrile-Formamide-Chloride-Adducts. IX - Synthesis of 1,3- or 1,5-Disubstituted 1,2,4-Triazoles by the Reaction of Nitrile-Formamide Chloride-Adducts and their Products of Hydrolysis with Hydrazines
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2-Aza-3-chloro-2-propeniminium salts 5, which are easily available by the addition of formamide chlorides 1 to nitriles 2 react smoothly with hydrazines 9 giving rise to 1,3-disubstituted 1,2,4-triazoles 11.When the 2-aza-3-chloro-2-propeniminium salts 5
- Liebscher, Juergen,Rumler, Andrea
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p. 311 - 319
(2007/10/02)
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