Aliphatic and aromaticprimaryselenoamides 2 were isolated by the reaction of the corresponding aliphatic and aromatic nitriles with potassium 4-methylselenobenzoate in the presence of BF3·Et2O in moderate from high yields.
Reaction of primary selenoamides with α,β-unsaturated ketones in the presence of BF3·Et2O provided 5,6-dihydro-4H-1,3-selenazine derivatives in high yields. Among the 1,3-selenazine diastereomers bearing two asymmetric carbons at the C4 and C6 positions, the cis form is predominant.
Various 1,3-selenazine derivatives were synthesized by the reaction of primary selenoamides with alpha,beta -unsaturated aldehydes in the presence of BF3. Et2O.
SHIMADA, KAZUAKI;HIKAGE, SHIGEKI;TAKEISHI, YOSHIYUKI;TAKIKAWA, YUJI, CHEM. LETT.,(1990) N, C. 1403-1406