109746-87-4

Upstream product

• 536-74-3 phenylacetylene 
• 832-81-5 3-phenyl-[1,2,3]triazolo[1,5-a]pyridine 
• 91-02-1 phenyl(pyridin-2-yl)methanone 
• 55690-02-3 1,3-diphenyl-1-(pyridin-2-yl)prop-2-yn-1-ol 
• 100-52-7 benzaldehyde 
• 31796-72-2 phenyl(2-pyridinyl)methanol 
• 109-04-6 2-bromo-pyridine 
• 119247-07-3 1,3-diphenyl-3-piperidino-1-[2]pyridyl-propan-1-ol 
• 108-24-7 acetic anhydride 

Relevant academic research and scientific papers

Straightforward Access to 2-Iodoindolizines via Iodine-Mediated Cyclization of 2-Pyridylallenes

A metal-free access to 2-iodo-1,3-disubstituted indolizines has been developed. The proposed synthesis is relatively simple and efficient and involves the iodine-triggered 5-endo-trig cyclization of 2-pyridylallene precursors. While it can be conducted on

Cobalt(II)-based Metalloradical Activation of 2-(Diazomethyl)pyridines for Radical Transannulation and Cyclopropanation

A new catalytic method for the denitrogenative transannulation/cyclopropanation of in-situ-generated 2-(diazomethyl)pyridines is described using a cobalt-catalyzed radical-activation mechanism. The method takes advantage of the inherent properties of a CoIII-carbene radical intermediate and is the first report of denitrogenative transannulation/cyclopropanation by a radical-activation mechanism, which is supported by various control experiments. The synthetic benefits of the metalloradical approach are showcased with a short total synthesis of (±)-monomorine.

3,4-Dihydro-2H-pyrrole-2-carbonitriles: Useful Intermediates in the Synthesis of Fused Pyrroles and 2,2′-Bipyrroles

Various heterocyclic structures containing the pyrrole moiety have been synthesized from easily accessible 3,4-dihydro-2H-pyrrole-2-carbonitriles in one-pot procedures. 5,6,7,8-Tetrahydroindolizines, 2,3-dihydro-1H-pyrrolizines as well as 6,7,8,9-tetrahydro-5H-pyrrolo[1,2-a]azepines were obtained from these precursors in high yields in an alkylation/annulation sequence. The same conditions were applied in the synthesis of a 5,8-dihydroindolizine, which could easily be transformed to the corresponding indolizine by dehydrogenation. Furthermore, oxidative couplings of 3,4-dihydro-2H-pyrrole-2-carbonitriles with copper(II)-salts furnished 2,2′-bipyrroles as well as 5,5′-bis(5-cyano-1-pyrrolines), depending on the reaction conditions. Overall, these methods give high yielding access to a variety of pyrrole-containing heterocyles in two steps from commercially available starting materials.

Cu-catalyzed transannulation reaction of pyridotriazoles with terminal alkynes under aerobic conditions: Efficient synthesis of indolizines

A Cu(i)-catalyzed denitrogenative transannulation reaction of pyridotriazoles with terminal alkynes en route to indolizines was developed. Compared to the previously reported Rh-catalyzed transannulation reaction, this Cu-catalyzed method features aerobic conditions and a much broader scope of pyridotriazoles and alkynes.