74185-41-4Relevant academic research and scientific papers
Synthesis and Reactions of N-Protected 2-Lithiated Pyrroles and Indoles. The tert-Butoxycarbonyl Substituent as a Protecting Group
Hasan, Iltifat,Marinelli, Edmund R.,Lin, Li-Ching Chang,Fowler, Frank W.,Levy, Alan B.
, p. 157 - 164 (2007/10/02)
N-(tert-Butoxycarbonyl)pyrrole and N-(tert-butoxycarbonyl)indole have been prepared and lithiated at the 2-position with lithium 2,2,6,6-tetramethylpiperidide and tert-butyllithium, respectively.These lithium reagents react with a variety of electrophiles to give the 2-substituted N-(tert-butoxycarbonyl)pyrroles and N-(tert-butoxycarbonyl)indoles.The N-(tert-butoxycarbonyl) substituent may be removed rapidly and in high yield from the pyrrole derivatives under basic conditions.For the indole derivatives, the protecting group may be removed with either acidic or basic conditions.
Chloroacetamide Photocyclization. Synthesis of 20-Deethylcatharanthine
Sundberg, Richard J.,Bloom, Jonathan D.
, p. 3382 - 3387 (2007/10/02)
20-Deethylcatharanthine, a potential precursor of vinblastine-type dimeric indole alkaloids, has been synthesized in ten steps from 1-benzenesulfonylindole.The Synthesis features a Diels-Alder reaction between 1-carbethoxy-1,2-dihydropyridine and ethyl 2-
