32111-21-0Relevant 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.
An efficient and mild ortho-zincation of aromatics and heterocycles by using TMP2Mg·2LiCl in the presence of ZnCl2
Dong, Zhi-Bing,Zhu, Wei-Hua,Zhang, Zhi-Guang,Li, Min-Zhi
experimental part, p. 775 - 780 (2010/04/25)
A variety range of functionalized aryl and heteroaryl zinc reagents were efficiently generated by using TMP2Mg·2LiCl (TMP = 2,2,6,6-tetramethylpiperamidyl) in the presence of ZnCl2. The subsequently functionalization gave after react
Synthesis of 2,5-diiodopyrazine by deprotonative dimetalation of pyrazine
L'Helgoual'ch, Jean-Martial,Bentabed-Ababsa, Ghenia,Chevallier, Floris,Derdour, Aicha,Mongin, Florence
scheme or table, p. 4033 - 4035 (2009/05/27)
The deproto-metalation reactions of pyrimidine and pyrazine were regioselectively carried out using lithium tris(2,2,6,6-tetramethylpiperidino) cadmate in tetrahydrofuran at room temperature. This result was demonstrated by subsequent trapping with iodine to afford 4-iodopyrimidine and 2-iodopyrazine in 71% and 63% yields, respectively. The same reaction performed on pyridazine afforded a mixture of the 3- and 4-iodo derivatives (55% and 41% yields, respectively). From pyrazine, access to the 2,5-diiodo derivative (40% on a 25 mmol scale) proved possible using a larger amount of base (1 equiv instead of 0.33). Georg Thieme Verlag Stuttgart.
