13605-95-3Relevant articles and documents
Reductive amination of carboxylic acids and [11C]magnesium halide carboxylates
Perrio-Huard, Cecile,Aubert, Catherine,Lasne, Marie-Claire
, p. 311 - 316 (2000)
The reductive amination of carboxylic acids was shown to be promoted by 2-chloropyridine hydrochloride (3 eq). It allowed the one-pot preparation of N-alkylamines in yields up to 93% from carboxylic acid (1 eq), amine (1 eq) and sodium borohydride (5 molar eq). The reaction, carried out with [11C]magnesium halide carboxylates (11C, β+, t1/2:20 min), led to N-[11C]alkylamines in 20-25% radiochemical yields (decay corrected to the end of bombardment, 30 min preparation time from [11C]CO2). In this case, the addition of pyridinium salts led only to the corresponding [11C]carboxylic acids.
Catalyst-free multi-component cascade C-H-functionalization in water using molecular oxygen: An approach to 1,3-oxazines
Deb, Mohit L.,Pegu, Choitanya D.,Borpatra, Paran J.,Saikia, Prakash J.,Baruah, Pranjal K.
, p. 4036 - 4042 (2017)
Herein, catalyst-free 3-component reactions of naphthols, aldehydes, and tetrahydroisoquinolines to synthesize 1,3-oxazines is reported. The reaction is performed in H2O in the presence of O2 as the sole oxidant at 100 °C, which proceeds through the formation of 1-aminoalkyl-2-naphthols followed by selective α-C-H functionalization of tert-amine.
N?N Bond Formation Using an Iodonitrene as an Umpolung of Ammonia: Straightforward and Chemoselective Synthesis of Hydrazinium Salts
Tota, Arianna,Colella, Marco,Carlucci, Claudia,Aramini, Andrea,Clarkson, Guy,Degennaro, Leonardo,Bull, James A.,Luisi, Renzo
supporting information, p. 194 - 199 (2020/10/28)
The formation of hydrazinium salts by N?N bond formation has typically involved the use of hazardous and difficult to handle reagents. Here, mild and operationally simple conditions for the synthesis of hydrazinium salts are reported. Electrophilic nitrogen transfer to the nitrogen atom of tertiary amines is achieved using iodosylbenzene as oxidant and ammonium carbamate as the N-source. The resulting process is highly chemoselective and tolerant to other functional groups. A wide scope is reported, including examples with bioactive molecules. Insights on the structure of hydrazinium salts were provided by X-ray analysis. (Figure presented.).
Co(iii)-catalysed regioselective linear C(8)-H olefination of isoquinolone with terminal aromatic and aliphatic alkynes
Chandra, Devesh,Gupta, Puneet,Kumar, Nikunj,Parmar, Diksha,Sharma, Upendra,Sumit
supporting information, p. 11613 - 11616 (2021/11/12)
A regioselective C8 linear olefination of isoquinoline-1H-2-one with terminal (aromatic and aliphatic) alkynes is reported under Co(iii) catalysis. This is an exclusive report on the C8 functionalization of isoquinolone using non-noble transition metal co