4362-19-0Relevant articles and documents
Magnetic Isotope Effects in Photochemical Reactions. Observation of Carbonyl 17O Hyperfine Coupling to Phenylacetyl and Benzoyl Radicals. 17O-Enrichment Studies
Turro, Nicholas J.,Paczkowski, Mark A.,Wan, Peter
, p. 1399 - 1404 (1985)
The photochemistry of 17O-enriched (at C=O) dibenzyl ketone (DBK), benzoin methyl ether (BME), and deoxybenzoin (DB) has been studied on porous silica and in homogeneous solution with the aim of enriching the recovered ketones with 17O separation of magn
Combination of NH2OH·HCl and NaIO4: an effective reagent for molecular iodine-free regioselective 1,2-difunctionalization of olefins and easy access of terminal acetals
Chakraborty, Nirnita,Santra, Sougata,Kundu, Shrishnu Kumar,Hajra, Alakananda,Zyryanov, Grigory V.,Majee, Adinath
, p. 56780 - 56788 (2015/07/15)
We have demonstrated a new application of our oxidizing reagent, a combination of NH2OH·HCl and NaIO4, in the first generalized regioselective 1,2-difunctionalization of olefins. It is a general method for the preparation of β-iodo-β′-hydroxy ethers, β-iodo ethers, β-iodohydrin, and β-iodo acetoxy compounds using different reaction media. The reactions are highly regioselective, always affording Markovnikov's type addition products. The methodology is also applicable for the easy access of terminal acetals. Molecular iodine-free synthesis, room temperature reaction conditions, high yields, use of less expensive reagents, mild reaction conditions, broad applicability of nucleophiles, and applicability for gram-scale synthesis are the notable advantages of this present protocol.
Aromatic Nitration under Neutral Conditions Using Nitrogen Dioxide and Ozone as the Nitrating Agent. Application to Aromatic Acetals and Acylal
Suzuki, Hitomi,Yonezawa, Shuji,Mori, Tadashi
, p. 1535 - 1544 (2007/10/03)
Cyclic acetals derived from aromatic carbonyl compounds can be nitrated smoothly with nitrogen dioxide in ice-cooled dichloromethane or acetonitrile in the presence of ozone and magnesium oxide to give ortho- and para-nitro derivatives as the major product in good combined yields, the acetal ring as a protective group remaining almost intact.An acylal derived from benzaldehyde similarly undergoes nitration on the aromatic ring to give an isomeric mixture of three nitro compounds, in which the ortho and meta isomers predominate, while aromatic orthoesters are rapidly decomposed to give simply the parent esters.Ring nitration under neutral conditions has been interpreted in terms of a nonclassical mechanism, in which nitrogen trioxide is involved as the initial electrophile.
