129-02-2Relevant articles and documents
Synthesis of 2-hydroxy-8′-(hydroxymethyl)-1,1′-binaphthalene (iso-homo-binol). A new structural pattern in the binaphthyl realm
Vyskocil, Stepan,Lockhart, Stephen C.,Mitchell, William L.,Kocovsky, Pavel
, p. 907 - 916 (2003)
The title compound 7 has been synthesized in a racemic form, using Suzuki coupling (8 + 15 → 16) as the key step. Pure enantiomer (S)-(-)-7 has been obtained by carbonylation of the known bromide (S)-(+)-12 followed by reduction of the resulting methyl ester (S)-(+)-18 with LiAlH4.
Pd-catalyzed direct C-H cyanation of picolinamides via bidentate chelation assistance
Wang, Lulu,Yang, Minxin,Liu, Xiaochong,Song, He,Han, Lu,Chu, Wenyi,Sun, Zhizhong
, p. 680 - 683 (2016)
A bidentate-chelation assistant palladium-catalyzed direct C-H cyanation of picolinamides with TMSCN is described. The reaction of various derivatives gave the corresponding cyanated products in moderate to good yields under mild conditions. In addition,
A convenient Hofmann reaction of carboxamides and cyclic imides mediated by trihaloisocyanuric acids
Bastos, Gustavo A.,de Mattos, Marcio C.S.
, (2021/09/29)
A simple, efficient and pot-economic approach in a single vessel has been developed for conversion of aromatic and aliphatic carboxamides into primary amines with one fewer carbom atom (Hofmann reaction) in 38–89 % yield by reacting with trichloro- or tribromoisocyanuric acid and sodium hydroxide in aqueous acetonitrile. Under the same reaction conditions, cyclic imides gave amino acids (69–83 %). The role of the trihaloisocyanuric acids is the in situ generation of N-haloamides, key-intermediates for the Hofmann reaction. The scalability of the methodology was demonstrated by a multigram-scale transformation of phthalimide into anthranilic acid in 77 % yield.
