119171-82-3Relevant academic research and scientific papers
Sequential One-Pot Vilsmeier-Haack and Organocatalyzed Mannich Cyclizations to Functionalized Benzoindolizidines and Benzoquinolizidines
Outin, Johanne,Quellier, Pauline,Bélanger, Guillaume
, p. 4712 - 4729 (2020)
The development of new one-pot sequential cyclizations involving a Vilsmeier-Haack reaction followed by an organocatalyzed Mannich reaction is reported. This synthetic strategy gives access to functionalized indolizidines and quinolizidines in one operation from readily synthesized precursors. Yields and diastereoselectivities are good to excellent when formamides are used to trigger the key step, bearing either an electron-rich aryl or a pyrrole as the nucleophilic partner in the first cyclization.
Enamines from formamides. Synthesis of 1,2,3,4-tetrahydro-1-substituted β-carbolines
Vohra,Maclean
, p. 1660 - 1667 (2007/10/02)
Pyridines and benzopyridines substituted with trimethylsilylmethyl groups, α or γ to the nitrogen atom, have been found to react with formamides by way of a Peterson reaction to form enamines. Trimethylsilylmethylbenzene behaved similarly. The enamines pr
