Synthesis of N-methyl-N-(2,2,2-trichloro-1-arylaminoethyl)formamides and related compounds as potential fungicides

Abstract

The synthesis of several analogues of the chloralformamide fungicides is reported. The compounds, which comprise N-methyl-N-(2,2,2-trichloro- 1-arylaminoethyl)formamides and related alkoxyethyl and aryloxyethyl derivatives, exist at room temperature as two isomers due to restricted rotation about the C-N amide bond. The results of their evaluation as fungicides are reported.

Direct Anodic Dehydrogenative Cross‐ and Homo‐Coupling of Formanilides

“…Furthermore, the formyl group represents an essential and highly atom‐economic amino‐protecting group . In particular, formamides represent central intermediates in the preparation of isocyanates, nitriles, formamidines, carbamates, as well as of various fungicides, and pharmaceutically relevant structures,, (Scheme ).…”

Formylation of Amines

“…Formamides are an important class of compounds that appear as intermediates in fungicide [1,2] and pharmaceutical syntheses [1,3,4,5], and isocyanate [6], formamidine [7], and nitrile formation [8]. Formamides also serve as reagents in functional group conversion [9], the Vilsmeier formylation reaction [10], and the allylation [11] and hydrosilation [12] of carbonyl compounds.…”

Catalytic Synthesis of Formamides with Carbon Dioxide and Amines

“…Formamides are an important class of compounds that used as intermediates in fungicide and pharmaceutical syntheses, isocyanate, formamidine, and nitrile formation [15][16][17][18][19][20][21][22] . Formamides are also appeared as Lewis base organocatalysts in hydrosilylation reactions 23 and other transformations 24,25 .…”