85633-83-6Relevant academic research and scientific papers
Hypervalent iodine(III)-mediated decarboxylative acetoxylation at tertiary and benzylic carbon centers
Kiyokawa, Kensuke,Okumatsu, Daichi,Minakata, Satoshi
supporting information, p. 1046 - 1050 (2019/11/11)
The decarboxylative acetoxylation of carboxylic acids using a combination of PhI(OAc)2 and I2 in a CH2Cl2/AcOH mixed solvent is reported. The reaction was successfully applied to two types of carboxylic acids containing an α-quaternary and a benzylic carbon center under mild reaction conditions. The resulting acetates were readily converted into the corresponding alcohols by hydrolysis.
Reactions with Umpolung via Radicals: CC-Bond Formation between Ketones and Alkenes
Giese, Bernd,Erfort, Ulrich
, p. 1240 - 1251 (2007/10/02)
The hydrazones 1 - 11 from ketones react in a general synthetic procedure with alkenes 33a - m to yield products 34 - 44 (table 2 and 3).Important intermediates of these reactions with umpolung are 1-acetoxyalkyl radicals 49 that are formed from organomercuric salts 14 - 24 by reduction with NaBH4.This new CC-bond formation reaction can be carried out in a one-pot synthesis without isolation of the metalorganic compounds (table 4). - In side reactions the reduction products 50 are formed, if bulky starting compounds or less reactive alkenes are used (table 5 and 6).
