865445-63-2Relevant academic research and scientific papers
A convenient synthesis of pyridine and 2,2′-bipyridine derivatives
Altuna-Urquijo, Marta,Gehre, Alexander,Stanforth, Stephen P.,Tarbit, Brian
experimental part, p. 975 - 984 (2009/04/10)
α-Chloro-α-acetoxy-β-keto-esters 9 were readily prepared from β-keto-esters 6 in good overall yields. These compounds reacted as α,β-diketo-ester equivalents 2 with amidrazones 1 yielding triazines 3, generally in good yields. Picolinates 10 provided an alternative source of α,β-diketo-ester equivalents 2 when treated with copper(II) acetate. A 'one-pot' reaction of the α,β-diketo-ester equivalents 2 with amidrazones 1 in the presence of 2,5-norbornadiene 5 in boiling ethanol yielded the pyridines 4 and 2,2′-bipyridines 4 (R1=2-pyridyl) directly without the need to isolate the corresponding triazines 3. Triazine 3c reacted with the aza-dienophiles 13 and 17 affording the products 16 and 18, respectively, in good yields.
The preparation of 1,2,4-triazines from α,β-diketo-ester equivalents and their application in pyridine synthesis
Altuna-Urquijo, Marta,Stanforth, Stephen P.,Tarbit, Brian
, p. 6111 - 6113 (2007/10/03)
The α-Chloro-α-acetoxy-β-keto-esters were prepared from β-keto-esters in good overall yields. These compounds reacted as α,β-diketo-ester equivalents with amidrazones yielding triazines, generally in good yields, or with an amidrazone and 2,5-norbornadien
