The Synthesis of 2–Substituted 3–Dimethylaminopropenoates and Related Compounds and Their Application to the Synthesis of Heterocyclic Systems

Synthesis and transformations of methyl (Z)-2-[(tert-butoxycarbonyl)amino]-3-(dimethylamino)propenoate

“…Spectral data of the novel compounds 3, 5a-g, 9, 11-13 are in agreement with the literature data for closely related compounds. [5][6][7][8][9][10][11] Spectral and analytical data of 3-acetylamino-1-cyano-4H-quinolizin-4-one (8) and 3-acetylamino-4H-pyridino[1,2-a]pyrimidin-4-one (10) are in agreement with the literature data for these two compounds, prepared previously from methyl (Z)-2-acetylamino-3-(dimethylamino)propenoate. 10,12 The configuration of the C(2),C(3) double bond in compounds 3 and 5c was studied using the 2D HMBC NMR technique.…”

Synthesis of heteroaryl substituted α‐amino acid derivatives, polyols, and related compounds

“…Reactions with ambident nucleophiles, probably the most typical reactions of 3-(dimethylamino)propenoates 22, Supported by our results in acyclic 3-(dimethylamino)propenoate series [28][29][30] and by the results of Young and coworkers [25][26][27] …”

Dimethylformamide dimethyl acetal as a building block in heterocyclic synthesis

“…Reductive cyclization of enamines (138a-f) using H 2 / Pd-C or Fe/AcOH or zinc in acetic acid or hydrazine hydrate in the presence of Raney-Ni as a catalyst gave compounds (139a-f). Also, treatment of enamine (138b) with silica gel provides sufficient acid catalysis to hydrolyze the enamine and cyclises the intermediate enol to the isocoumarine (140) as shown in Scheme 21 [4,[87][88][89][90][91][92][93][94][95][96][97][98][99][100][101].…”