922504-27-6Relevant articles and documents
Photocatalyzed Triplet Sensitization of Oximes Using Visible Light Provides a Route to Nonclassical Beckmann Rearrangement Products
Zhang, Xiao,Rovis, Tomislav
supporting information, p. 21211 - 21217 (2021/12/27)
Oximes are valuable synthetic intermediates for the preparation of a variety of functional groups. To date, the stereoselective synthesis of oximes remains a major challenge, as most current synthetic methods either provide mixtures of E and Z isomers or furnish the thermodynamically preferred E isomer. Herein we report a mild and general method to achieve Z isomers of aryl oximes by photoisomerization of oximes via visible-light-mediated energy transfer (EnT) catalysis. Facile access to (Z)-oximes provides opportunities to achieve regio- and chemoselectivity complementary to those of widely used transformations employing oxime starting materials. We show an enhanced one-pot protocol for photocatalyzed oxime isomerization and subsequent Beckmann rearrangement that enables novel reactivity with alkyl groups migrating preferentially over aryl groups, reversing the regioselectivity of the traditional Beckmann reaction. Chemodivergent N- or O- cyclizations of alkenyl oximes are also demonstrated, leading to nitrones or cyclic oxime ethers, respectively.
CYCLIC AMINO COMPOUND
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Paragraph 0105-0107, (2019/09/21)
PROBLEM TO BE SOLVED: To provide a novel compound that has excellent skin permeability with reduced skin irritation and is used for treating and/or preventing a pain. SOLUTION: The present invention provides a compound of formula (I) or a pharmaceutically
Mild ketone formation via Ni-catalyzed reductive coupling of unactivated alkyl halides with acid anhydrides
Yin, Hongyu,Zhao, Chenglong,You, Hengzhi,Lin, Kunhua,Gong, Hegui
supporting information; experimental part, p. 7034 - 7036 (2012/08/14)
Ni-catalyzed ketone formation through mild reductive coupling of a diverse set of unactivated alkyl bromides and iodides with particularly aryl acid anhydrides was successfully developed using zinc as the terminal reductant. These conditions also allow direct coupling of alkyl iodides with aryl acids in the presence of Boc2O and MgCl2. The Royal Society of Chemistry 2012.
