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Highly efficient and mild synthesis of variously 5-substituted-4-carbaldehyde-1,2,3-triazole derivatives

✍ Scribed by Michel Journet; Dongwei Cai; Jason J Kowal; Robert D Larsen

Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
51 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

Ph TBSO(CH 2 ) 3 THPO(CH 2 ) 2 THPOCH 2 TBSOCH 2 n-C 4 H 9 R 1) 1 equiv n-BuLi; THF; -40 ΒΊC 2) 2 equiv DMF; -40 ΒΊC to r.t.; 0.5h 3) "Reverse" 10% aq. KH 2 PO 4 (4 equiv); MTBE; 5 ΒΊC (Ref. 9) 1 2 (a) (a) Position of the triazole NH is arbitrarily assigned since we cannot differentiate reliably between NH tautomers.

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Triazoles bearing the appropriate substituents at the 4-and 5-positions can rearran-An interesting application was found re-ge thermally via open-chain diazoirnine intermediates. cently in the transformation of l-phenyl-l,2,3-triazole-4-carbaldehyde into l-alkyl-l,2, 3-triazole-4-carbaldehydes throu