41013-94-9Relevant articles and documents
Acid-promoted selective synthesis of trifluoromethylselenolated benzofurans with Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate
Liu, Juyan,Tian, Miaomiao,Li, Ankun,Ji, Liangshuo,Qiu, Di,Zhao, Xia
supporting information, (2021/02/01)
A Br?nsted acid-promoted trifluoromethylselenolation of benzofurans was disclosed by using Se-(trifluoromethyl) 4-methylbenzenesulfonoselenoate as a stable and easily prepared electrophilic trifluoromethylselenolating reagent. A wide range of SeCF3-substituted benzofuran derivatives were obtained in moderate to good yields with excellent regioselectivity. The tandem cyclization/trifluoromethylselenolation procedure of 1-methoxy-2-(arylethynyl)benzenes were also realized by engaging FeCl3 as the catalyst.
Switching between mono and doubly reduced odd alternant hydrocarbon: designing a redox catalyst
Ahmed, Jasimuddin,Datta, Paramita,Das, Arpan,Jomy, Stephy,Mandal, Swadhin K.
, p. 3039 - 3049 (2021/03/14)
Since the early Hückel molecular orbital (HMO) calculations in 1950, it has been well known that the odd alternant hydrocarbon (OAH), the phenalenyl (PLY) system, can exist in three redox states: closed shell cation (12π e?), mono-reduced open shell neutral radical (13π e?) and doubly reduced closed shell anion (14π e?). Switching from one redox state of PLY to another leads to a slight structural change owing to its low energy of disproportionation making the electron addition or removal process facile. To date, mono-reduced PLY based radicals have been extensively studied. However, the reactivity and application of doubly reduced PLY species have not been explored so far. In this work, we report the synthesis of the doubly reduced PLY species (14π e?) and its application towards the development of redox catalysisviaswitching with the mono-reduced form (13π e?) for aryl halide activation and functionalization under transition metal free conditions without any external stimuli such as heat, light or cathodic current supply.
Unexpected detection of 3-aroylbenzofuran side products in the preparation of 2-arylbenzofurans: Identification, characterization, and comparison with chalcone's fragmentation patterns using EI/MSn
Begala, Michela,Delogu, Giovanna Lucia
, p. 750 - 760 (2019/09/03)
A gas chromatography-mass spectrometry study of the intramolecular Wittig reaction revealed, together with the expected 2-phenylbenzofuran, the formation of an unexpected side product that has not been reported until now. This study reports the identification of the by-product, ie, the 3-benzoyl-2-phenylbenzofuran, on the base of its mass spectrometric behaviour using a combination of electron ionization, exact mass measurement, multiple stage mass spectrometry, and labelled compounds. This study reports the common fragmentation pathways and discusses possible fragment structures of characteristic ions from a series of 3-aroyl-2-arylbenzofuran derivatives obtained as by-product under Wittig conditions. Emphasis is laid on the formation and structure investigation of the [M-H]+ and [M-OH]+ ions. Our results showed interesting analogies with the mass spectrometric behaviour of chalcones.
