245-43-2Relevant academic research and scientific papers
Divergent and Orthogonal Approach to Carbazoles and Pyridoindoles from Oxindoles via Indole Intermediates
Mandal, Tirtha,Chakraborti, Gargi,Karmakar, Shilpi,Dash, Jyotirmayee
, p. 4759 - 4763 (2018/08/24)
The previously unexplored Grignard addition to oxindoles provides a regiospecific approach to 2- and 2,3-disubstituted indole derivatives in high yields via a one-pot aromatization driven dehydration pathway. This method allows a convenient preparation of diallyl indoles that are used as ring-closing metathesis (RCM) precursors for the orthogonal synthesis of pyrido[1,2-a]indoles and carbazoles. The synthetic utility of this method is illustrated by the synthesis of a microtubulin inhibitor and naturally occurring carbazole alkaloids.
Flash Vacuum Pyrolysis of Substituted Pyridine N-Oxides and Its Application to Syntheses of Heterocyclic Compounds
Ohsawa, Akio,Kawaguchi, Takayuki,Igeta, Hiroshi
, p. 3497 - 3503 (2007/10/02)
Flash vacuum pyrolysis of 2-picoline N-oxide gave 2-picoline, pyridine, 2-ethylpyridine, 2-vinylpyridine, 2-pyridylmethanol, bis(2-pyridyl)methane, 1,2-bis(2-pyridyl)ethane, and 1,2-bis(2-pyridyl)ethylene.These reactions are explained by intermediary participation of the 2-picolyl radical.Flash vacuum pyrolysis of methyl-substituted 2-benzylpyridine N-oxides led to methyl-substituted pyridoindoles or to benzoquinoline in moderate yields.
FLASH VACUUM PYROLYSIS OF 2-BENZYLPYRIDINE N-OXIDES. SYNTHESIS OF METHYLPYRIDOINDOLES
Ohsawa, Akio,Kawaguchi, Takayuki,Igeta, Hiroshi
, p. 1737 - 1738 (2007/10/02)
Flash vacuum pyrolysis of 2-benzylpyridine N-oxides afforded pyridoindole and its various methyl-substituted derivatives in moderate yields.Benzoquinoline in the pyrolyses of 2-(o-methylbenzyl)pyridine N-oxide and 2-benzyl-3-methylpyridine N-oxide, and 2-(β-styryl)pyridine in the reaction of 2-(β-phenethyl)pyridine N-oxide were major products as exceptional cases.
