ChemInform Abstract: INTERACTION OF BIS(TRICHLOROACETYL)CARBODIIMIDE WITH N,N‐DIMETHYLISONICOTINIC AMIDE

From Amides to Amidines: Preparations of Imidoylbenzotriazoles and Arylaminoheterocycles

“…However, in a different approach, p -toluenesulfonyl isocyanate converts tertiary amides 1 at room temperature into tosylamidines 2a (Scheme ) in high yields. 4a,4b Similar transformations of 1 to 2b were reported for acyl isocyanates (Scheme ). 5a,5b Although phenyl isocyanate reacts with dimethylformamide to give 80% of N,N -dimethyl- N ‘-phenylformamidine,6a dimethylacetamide was reported to give complex reaction mixtures with none of the corresponding amidines found 6b. It was reasoned 6b that highly activated α-protons of the desired N,N -dimethyl- N ‘-phenylacetamidine become involved in further reaction with phenyl isocyanate; indeed, the products of some such reactions were recently elucidated …”

Silver(I)‐Catalyzed Tandem Approach to β‐Oxo Amides

“…Protolysis of intermediate B with TfOH gives intermediate C and regenerates the catalyst for the next cycle. Intermediate E was obtained by elimination of ethanol from C and consequent Michael‐type addition with water from D 16f. Finally, intermediate E undergoes a ring opening sequence and tautomerization to afford β‐oxo amides.…”