19073-16-6Relevant articles and documents
Direct Transformation of Arylamines to Aryl Halides via Sodium Nitrite and N-Halosuccinimide
Mukhopadhyay, Sushobhan,Batra, Sanjay
supporting information, p. 14622 - 14626 (2018/09/21)
A one-pot universal approach for transforming arylamines to aryl halides via reaction with sodium nitrite (NaNO2) and N-halosuccinimide (NXS) in DMF at room temperature under metal- and acid-free condition is described. This new protocol that is complementary to the Sandmeyer reaction, is suggested to involve the in situ generation of nitryl halide induce nitrosylation of aryl amine to form the diazo intermediate which is halogenated to furnish the aryl halide.
Ti(O-i-Pr)4/Me3SiCl/Mg-mediated reductive cleavage of sulfonamides and sulfonates to amines and alcohols
Shohji, Noriaki,Kawaji, Tsuyoshi,Okamoto, Sentaro
supporting information; experimental part, p. 2626 - 2629 (2011/07/08)
A low-valent titanium generated in situ from Ti(O-i-Pr)4, Me3SiCl, and Mg powder in THF reacted with aryl- and alkyl-sulfonamides of aryl and alkyl amines in a reductive N-S/S-O/S-C bond cleaving pathway to provide the corresponding amines and hydrocarbons (and thiols) derived from the sulfonyl moiety. The reagent could also cleave sulfonates to the corresponding alcohols.
A mild procedure for the clay catalyzed selective removal of the tert- butoxycarbonyl protecting group from aromatic amines
Shaikh, Nadim S.,Gajare, Anil S.,Deshpande, Vishnu H.,Bedekar, Ashutosh V.
, p. 385 - 387 (2007/10/03)
The application of solid acidic catalysts for the selective removal of N-Boc protection is presented in this report. Montmorillonite K10 was found to be an effective catalyst in removing aromatic N-Boc groups while leaving aliphatic N-Boc amines untouched.
