86051-56-1Relevant articles and documents
Synthesis of Isoquinoline Derivatives via Palladium-Catalyzed C?H/C?N Bond Activation of N-Acyl Hydrazones with α-Substituted Vinyl Azides
Jiang, Huanfeng,Nie, Biao,Ren, Qingyun,Wu, Wanqing,Zeng, Wei,Zhang, Ji,Zhang, Yingjun
, (2020/02/25)
A palladium-catalyzed cyclization of N-acetyl hydrazones with vinyl azides has been developed. Various substituted isoquinolines, including diverse fused isoquinolines can be prepared via this protocol in moderate to good yields. Mechanistic studies suggest that α-substituted vinyl azide serves as an internal nitrogen source. Also, C?H bond activation and C?N bond cleavage have been realized using hydrazone as directing group. (Figure presented.).
Ethyl α-amino-β,β-diethoxypropionate, a useful synthon for the preparation of 3,4-fused pyridine-6-carboxylates from aromatic aldehydes
Singh, Sunil K.,Dekhane, Mouloud,Le Hyaric, Mireille,Potier, Pierre,Dodd, Robert H.
, p. 379 - 391 (2007/10/03)
An efficient synthesis of ethyl α-amino-β,β-diethoxypropionate (1), via a titanium tetrachloride-catalyzed coupling reaction of ethyl nitroacetate and triethyl orthoformate, is described. Condensation of 1 with various aldehydes followed by reduction and
Selectivity in Vinyl Azide Reactions; Decomposition of Azidocinnamates with Olefinic ortho-Substituents
Hickey, Deirdre M. B.,Moody, Christopher J.,Rees, Charles W.
, p. 1419 - 1421 (2007/10/02)
Thermal decomposition of vinyl azides (1a - c) gives isoquinolines (3), benzazepines (4), or aziridines (5) and (6) by preferential reaction at the unsaturated substituent; removal of this unsaturation as in the epoxides (1d, 1e) leads exclusively to 4-substituted indoles.