TY - JOUR
T1 - An easy and efficient method for the synthesis of 2,2-dialkyl-3-nitrochromene
AU - Yan, Ming Chung
AU - Jang, Yeong Jiunn
AU - Yao, Ching Fa
N1 - Funding Information:
Financial support of this work by the National Science Council of the Republic of China is gratefully acknowledged.
PY - 2001/4/2
Y1 - 2001/4/2
N2 - Reactions of salicylaldehyde 1, 1,4-diazabicyclo[2.2.2]octane (DABCO), with β-nitrostyrenes 2, 4, 12, 14, and 16, respectively, in the absence of solvent at 40°C gave high yields of 3-nitro-chromenes. Only 96% of trans-3-nitro-4-hydroxyflavans 7 or 98% of 10 were isolated when compounds 6 or 9 reacted with 1 and DABCO under similar conditions. When the reaction temperature was increased to 90°C, 7 and 10 underwent dehydration to generate 74% of 8 and 89% of 11.
AB - Reactions of salicylaldehyde 1, 1,4-diazabicyclo[2.2.2]octane (DABCO), with β-nitrostyrenes 2, 4, 12, 14, and 16, respectively, in the absence of solvent at 40°C gave high yields of 3-nitro-chromenes. Only 96% of trans-3-nitro-4-hydroxyflavans 7 or 98% of 10 were isolated when compounds 6 or 9 reacted with 1 and DABCO under similar conditions. When the reaction temperature was increased to 90°C, 7 and 10 underwent dehydration to generate 74% of 8 and 89% of 11.
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U2 - 10.1016/S0040-4039(01)00284-2
DO - 10.1016/S0040-4039(01)00284-2
M3 - Article
AN - SCOPUS:0035795002
SN - 0040-4039
VL - 42
SP - 2717
EP - 2721
JO - Tetrahedron Letters
JF - Tetrahedron Letters
IS - 14
ER -