20633-13-0Relevant articles and documents
Practical catalytic nitration directly with commercial nitric acid for the preparation of aliphatic nitroesters
An, Jichao,He, Pan,Li, Wenhao,Liu, Peipei,Si, Mengyuan,Yang, Bo,Yang, Guanyu
supporting information, p. 6612 - 6616 (2020/09/21)
To pursue a sustainable and efficient approach for aliphatic nitroester preparation from alcohol, europium-triflate-catalyzed nitration, which directly uses commercial nitric acid, has been successfully developed. Gram scalability with operational ease showed its practicability.
Preparation of alkyl nitrates, nitrites, and thiocyanates from alcohols utilizing trichloroisocyanuric acid with triphenylphosphine
Hiegel, Gene A.,Nguyen, Jeremiah,Zhou, Yan
, p. 2507 - 2511 (2007/10/03)
Alcohols in acetonitrile are converted into alkyl nitrates, nitrites, or thiocyanates by the action of triphenylphosphine and trichloroisocyanuric acid along with silver nitrate, silver nitrite, or sodium thiocyanate, respectively.
Electroorganic chemistry; 145: Coupling reaction of an olefin with a radical NO.3 generated by anodic oxidation of NO-3
Shono,Chuankamnerdkarn,Maekawa,Ishifune,Kashimura
, p. 895 - 897 (2007/10/02)
When NO-3 is electrochemically oxidized in the presence of a variety of terminal and 1,2-disubstituted olefins 1 in a mixed solvent system (MeCN:H2O:Et2O = 10:2:1), a radical NO.3 is generated from NO-3 and nitrate esters 3 are formed by a new coupling reaction of the olefin with the radical. The products 3 can be further transformed into the corresponding alcohols 4 and alkyl iodides 5. Under the same reaction conditions, 1,1-di- and 1,1,2-trisubstituted olefins 6 do not give nitrate esters but afford oxazoline derivatives 7. (1S,5S)-(-)-β-Pinene (13) is diastereoselectively transformed into (1S,2R,5S)-(-)-myrtanol (14) by this technique.