Accessing Polysubstituted NH Pyrroles from Nitroalkenes via [4+2]‐Cycloaddition/Reductive Ring Contraction Strategy
Sign Up to like & getrecommendations! Published in 2024 at "European Journal of Organic Chemistry"
DOI: 10.1002/ejoc.202400627
Abstract: A novel two‐step access to polysubstituted pyrroles from nitroalkenes was developed. It involves [4+2]‐cycloaddition with enol ethers to give six‐membered cyclic nitronates followed by reductive ring contraction with Ra‐Ni/AcOH or Ra‐Ni/EtOH systems. The process is… read more here.
Keywords: ring contraction; polysubstituted pyrroles; pyrroles nitroalkenes; reductive ring ... See more keywords
Novel access to 2-substituted quinolin-4-ones by nickel boride-mediated reductive ring transformation of 5-(2-nitrophenyl)isoxazoles
Sign Up to like & getrecommendations! Published in 2019 at "Tetrahedron Letters"
DOI: 10.1016/j.tetlet.2019.151327
Abstract: Abstract Reductive ring transformation of 3-substituted 5-(2-nitrophenyl)isoxazoles, readily accessible via 1,3-dipolar cycloaddition of 2-ethinylnitrobenzene with nitrile oxides, opens a novel access to 2-substituted quinolin-4-ones. Nickel boride, generated in situ from nickel chloride and sodium borohydride,… read more here.
Keywords: quinolin ones; reductive ring; nitrophenyl isoxazoles; ring transformation ... See more keywords
Reductive Ring Opening of Arylcyclopropanecarboxamides Accompanied by Borylation and Enolate Formation.
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DOI: 10.1021/acs.orglett.2c00084
Abstract: Treatment of arylcyclopropanecarboxamides with a sodium dispersion in the presence of methoxypinacolborane as a reduction-resistant electrophile leads to reductive cleavage of the cyclopropane ring followed by instant trapping with the boron electrophile to yield the… read more here.
Keywords: reductive ring; arylcyclopropanecarboxamides accompanied; opening arylcyclopropanecarboxamides; borylation enolate ... See more keywords