105205-47-8Relevant academic research and scientific papers
Metal-Halogen Exchange of Bromoindoles. A Route to Substituted Indoles
Moyer, Mikel P.,Shiurba, John F.,Rapoport, Henry
, p. 5106 - 5110 (1986)
The 4-, 5-, 6-, and 7-bromoindoles, conveniently synthesized by the Batcho-Leimgruber process, serve as efficient precursors to regiochemically pure lithiated indoles.Metal-halogen exchange was most effective if potassium hydride was used first to remove the acidic indole NH, and tert-butyllithium was used then to effect metal-halogen exchange.The resulting indolyl organometallic reagents react with a variety of electrophiles to give regioisomerically pure acylated indoles.
Microwave assisted Leimgruber-Batcho reaction for the preparation of indoles, azaindoles and pyrroylquinolines
Siu, Jason,Baxendale, Ian R.,Ley, Steven V.
, p. 160 - 167 (2004)
The development of enhanced conditions for Lewis acid catalysed Leimgruber-Batcho indole synthesis using microwave acceleration is described. This approach has permitted the preparation of a variety of heteroaromatic enamine intermediates in good yield and high purities. Subsequent catalytic hydrogenation reactions, under various conditions including the use of a solid-phase encapsulated catalyst, furnish the corresponding indole derivatives in good yields.
Synthesis of tetra-ortho-substituted, phosphorus-containing and carbonyl-containing biaryls utilizing a Diels-Alder approach
Ashburn, Bradley O.,Carter, Rich G.,Zakharov, Lev N.
, p. 9109 - 9116 (2008/02/09)
The application of the Diels-Alder approach to biaryls (DAB) is described for the synthesis of tetra-ortho-substituted biaryl compounds containing orthogonally functionalized substituents. The syntheses of phosphorus- containing, disubstituted alkynes and
