Cross-dehydrogenative coupling for the intermolecular C–O bond formation

• Igor B. Krylov,
• Vera A. Vil’ and
• Alexander O. Terent’ev

Beilstein J. Org. Chem. 2015, 11, 92–146, doi:10.3762/bjoc.11.13

• system; different β-keto esters and hydroxamic acid derivatives can be used [203]. The acetoxylation at the α’-position of α,β-unsaturated ketones with Mn(OAc)3 was studied in detail. It is suggested that manganese(III) acetate causes the generation of C-radicals from ketones followed by the

Application of cyclic phosphonamide reagents in the total synthesis of natural products and biologically active molecules

• Thilo Focken and
• Stephen Hanessian

Beilstein J. Org. Chem. 2014, 10, 1848–1877, doi:10.3762/bjoc.10.195

• oxidation. Hydroxamic acid 17 was then obtained by coupling with O-benzylhydroxylamine followed by hydrogenolysis. The cis-aziridine hydroxamic acid 17 showed good inhibitory activity against several matrix metalloproteinases, in particular MMP-3 and MMP-9, with IC50’s of 164 nM and 83 nM, respectively [63

Metal-free aerobic oxidations mediated by N-hydroxyphthalimide. A concise review

• Lucio Melone and
• Carlo Punta

Beilstein J. Org. Chem. 2013, 9, 1296–1310, doi:10.3762/bjoc.9.146

• hydroxamic acid and O2. NHPI-catalyzed reaction of adamantane under NO atmosphere. Nitration of alkanes and alkyl side-chains of aromatics. Radical mechanism for the nitration of alkanes catalyzed by NHPI. Benzyl alcohols from alkylbenzenes. Catalytic cycle of laccase-NHDs mediator oxidizing system. DADCAQ

Cascade radical reaction of substrates with a carbon–carbon triple bond as a radical acceptor

• Hideto Miyabe,
• Ryuta Asada and
• Yoshiji Takemoto

Beilstein J. Org. Chem. 2013, 9, 1148–1155, doi:10.3762/bjoc.9.128

• 2002 that hydroxamic acid derivatives are useful achiral templates in enantioselective Diels–Alder reactions [69][70]. To study the effect of hydroxamate ester as an achiral template in the intermolecular radical reaction, our experiments began with the investigation of cascade radical addition

Thioester derivatives of the natural product psammaplin A as potent histone deacetylase inhibitors

• Matthias G. J. Baud,
• Thomas Leiser,
• Vanessa Petrucci,
• Mekala Gunaratnam,
• Stephen Neidle,
• Franz-Josef Meyer-Almes and
• Matthew J. Fuchter

Beilstein J. Org. Chem. 2013, 9, 81–88, doi:10.3762/bjoc.9.11

• class IV. Despite their name, several HDACs are able to deacetylate a number of nonhistone protein substrates [10][11]. Sirtuins are structurally and mechanistically distinct enzymes. To date, only two compounds that inhibit HDACs have been FDA approved: suberoylanilide hydroxamic acid (SAHA, 1, trade

Approaches to α-amino acids via rearrangement to electron-deficient nitrogen: Beckmann and Hofmann rearrangements of appropriate carboxyl-protected substrates

• Sosale Chandrasekhar and
• V. Mohana Rao

Beilstein J. Org. Chem. 2012, 8, 1393–1399, doi:10.3762/bjoc.8.161

• complicated by competing deacylation, hydroxamic acid formation, etc. We are only aware of two reports [8][9] of the Beckmann rearrangement of β-keto ester oximes. A particular problem was the formation of isoxazolone byproducts, which apparently limited the synthesis to α,α-disubstituted derivatives