573-57-9Relevant articles and documents
Regiospecific N-Arylation of Aliphatic Amines under Mild and Metal-Free Reaction Conditions
Purkait, Nibadita,Kervefors, Gabriella,Linde, Erika,Olofsson, Berit
supporting information, p. 11427 - 11431 (2018/08/28)
A transition metal-free N-arylation of primary and secondary amines with diaryliodonium salts is presented. Both acyclic and cyclic amines are well tolerated, providing a large set of N-alkyl anilines. The methodology is unprecedented among metal-free methods in terms of amine scope, the ability to transfer both electron-withdrawing and electron-donating aryl groups, and efficient use of resources, as excess substrate or reagents are not required.
Synthesis, Solubility, and Reaction of Long Alkyl-Chained Hypervalent Iodine Benzyne Precursors
Abe, Takayoshi,Yamaji, Teizo,Kitamura, Tsugio
, p. 2175 - 2178 (2007/10/03)
Long-chained hypervalent iodine benzyne precursors bearing ethyl, butyl, hexyl, octyl, decyl, dodecyl, and tetradecyl groups were synthesized, respectively. As the alkyl chain of the benzyne precursors is lengthened, the solubility in nonpolar organic solvents and the yield of the benzyne adduct with furan gradually increases.
Benzyne formation and the stepwise decomposition of benzenediazonium-2-carboxylate: A re-investigation
Christopher Buxton,Fensome, Mark,Heaney, Harry,Mason, Kenneth G.
, p. 2959 - 2968 (2007/10/02)
A study of the decomposition reactions of benzenediazonium-2-carboxylate, carried out in a number of mixed nucleophilic solvents, shows that a number of mechanistic pathways can operate simultaneously and can afford, in addition to products derived from benzyne, products derived from the 2-carboxyphenyl cation and the 2-carboxyphenyl radical: benzyne formation is favoured in halogenated solvents and occurs by the concerted loss of nitrogen and carbon dioxide.