70354-72-2Relevant academic research and scientific papers
Intramolecular cyanoamidation of unsaturated cyanoformamides catalyzed by palladium: an efficient synthesis of multi-functionalized lactams
Kobayashi, Yusuke,Kamisaki, Haruhi,Takeda, Hiroshi,Yasui, Yoshizumi,Yanada, Reiko,Takemoto, Yoshiji
, p. 2978 - 2989 (2007)
The Pd(0)-catalyzed intramolecular cyanoamidation of several unsaturated cyanoformamides with alkenyl, allenyl, and alkynyl groups was investigated. In the cases of alkynyl and 1,1-disubstituted alkenyl cyanoformamides, the Pd(0)-catalyzed C-CN activation and subsequent insertion reaction proceeded smoothly and gave the corresponding lactams bearing a cyano group at the β-position in good yields. The mechanism of the reaction was also discussed.
Exploration of the interrupted Fischer indolization reaction
Schammel, Alex W.,Boal, Ben W.,Zu, Liansuo,Mesganaw, Tehetena,Garg, Neil K.
supporting information; experimental part, p. 4687 - 4695 (2010/08/06)
A convergent method to access the fused indoline ring system present in a multitude of bioactive molecules has been developed. The strategy involves the condensation of hydrazines with latent aldehydes to ultimately deliver indoline-containing products by way of an interrupted Fischer indolization sequence. The method is convergent, mild, operationally simple, broad in scope, and can be used to access enantioenriched products. In addition, our approach is amenable to the synthesis of furoindoline and pyrrolidinoindoline natural products as demonstrated by the concise formal total syntheses of physovenine and debromoflustramine B. The strategy will likely enable the synthesis of more complex targets such as the communesin alkaloids.
Simple synthesis of racemic pyrrolo[2,3-b]indoles: Formal total synthesis of (±)-physostigmine
Tsuji, Riichiro,Nakagawa, Masako,Nishida, Atsushi
, p. 587 - 593 (2007/10/03)
Racemic pyrrolo [2,3-b]indoles were efficiently synthesized by the reaction of aromatic hydrazines with 4-chloro-2-methylbutanal. A formal total synthesis of physostigmine was achieved.
