6540-26-7Relevant academic research and scientific papers
Bu4NI-Catalyzed, Radical-Induced Regioselective N-Alkylations and Arylations of Tetrazoles Using Organic Peroxides/Peresters
Ghosh, Subhendu,Mir, Bilal Ahmad,Patel, Bhisma K.,Rajamanickam, Suresh,Sah, Chitranjan,Sethi, Garima,Venkataramani, Sugumar,Yadav, Vinita
, p. 2118 - 2141 (2020/03/13)
Bu4NI-catalyzed regioselective N2-methylation, N2-Alkylation, and N2-Arylation of tetrazoles have been achieved using tert-butyl hydroperoxide (TBHP) as the methyl source, alkyl diacyl peroxides as the primary alkyl source, alkyl peresters as the secondary and tertiary alkyl sources, and aryl diacyl peroxides as the arylating source. These reactions proceed without pre-functionalization of tetrazole and in the absence of any metal catalysts. Here, peroxides serve the dual role of oxidants as well as alkylating or arylating agents. Based on DFT calculations, it was found that spin density, transition-state barriers (kinetic control), and thermodynamic stability of the products (thermodynamic control) play essential roles in the observed regioselectivity during N-Alkylation. This radical-mediated process is amenable to a broad range of substrates and provides products in moderate to good yields.
Cleavage Reactions of some Phenyltin Compounds with Iodine Halides, -Pseudohalides and -Carboxylates
Srivastava,Singh,Tangri,Sinha,Bajpai
, p. 443 - 445 (2007/10/03)
Cleavage reactions of iodinehalides, -pseudohalides IX (X = Cl, Br, NCO, NCS, N3 and CN) with Ph3SnCp yield triphenyltinhalides, -pseudohalides (Ph3SnX) indicating cleavage of Cp-Sn bond in preference to Ph-Sn bond, and cleavage reactions of iodine carboxylates IX′ (X′ = CH3OCO, C5H5OCO, C6H5CH2OCO, o-NH2C6H4OCO, o-CIC6H4OCO, p-NO2C6H4OCO, p-NH2C6H4OCO, C6H5CH =CHOCO) (in situ) with Ph3SnCl give hitherto unknown diphenylchlorotin carboxylates (Ph2SnX′Cl) indicating cleavage of Ph-Sn bond in preference to Cl-Sn bond. On the basis of the results, it is predicated that these diphenylchlorotin carboxylates possess bridging carboxylate groups (inter-molecularly chelated structure) in the solid state, whereas in solution they contain chelated carboxylate groups (intra-molecularly chelated structures).
