916138-13-1Relevant academic research and scientific papers
Aerobic Visible-Light-Driven Borylation of Heteroarenes in a Gel Nanoreactor
Herrera-Luna, Jorge C.,Diaz Diaz, David,Abramov, Alex,Encinas, Susana,Jimenez, M. Consuelo,Perez-Ruiz, Raul
supporting information, p. 2320 - 2325 (2021/04/05)
Heteroarene boronate esters constitute valuable intermediates in modern organic synthesis. As building blocks, they can be further applied to the synthesis of new materials, since they can be easily transformed into any other functional group. Efforts toward novel and efficient strategies for their preparation are clearly desirable. Here, we have achieved the borylation of commercially available heteroarene halides under very mild conditions in an easy-to-use gel nanoreactor. Its use of visible light as the energy source at room temperature in photocatalyst-free and aerobic conditions makes this protocol very attractive. The gel network provides an adequate stabilizing microenvironment to support wide substrate scope, including furan, thiophene, selenophene, and pyrrole boronate esters.
Method for efficiently catalyzing selective boronation reaction of five-membered heterocycle
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Paragraph 0033-0036, (2020/05/02)
The invention relates to a method for efficiently catalyzing a selective boronation reaction of a five-membered heterocycle. A heterocyclic borate product can be smoothly prepared through convenientlycatalyzing a selective boronation reaction of furan and thiophene derivatives and a cheap and easily available organic boron reagent under a mild condition by a cheap ruthenium metal complex taken asa catalyst. Compared with a reported method, the method of the invention has the obvious advantages of specific reaction selectivity, low catalyst dosage, convenience in operation, no need of addinga reaction solvent and the like, and an efficient and high-selectivity reaction strategy is provided for laboratory preparation or industrial production of the heterocyclic borate product.
Mono-and bithiophene-substituted diarylethene photoswitches with emissive open or closed forms
Schleper, A. Lennart,Bossi, Mariano L.,Belov, Vladimir N.,Hell, Stefan W.
supporting information, p. 2344 - 2354 (2019/10/16)
We present a new series of photochromic 1,2-bis(2-ethylbenzo[b]thiophen-3-yl)perfluorocyclopentenes with an oxidized benzothiophene core (O) or a nonoxidized one, decorated with mono-(Th1) and bithiophene (Th2) units attached to positions 6 and 6′ (Sy = symmetric) or only to position 6 (As = asymmetric). Oxidized compounds have highly fluorescent closed forms emitting in the visible region (yellow to red). The dyes with nonoxidized benzothiophenes possess fluorescent open forms with rather low emission efficiency. The photoswitching kinetics was studied at several wavelengths with UV and visible light. New diarylethenes underwent ring-closure reactions by irradiation with UV light (365 nm, 405 nm), and the reversible ring-opening by irradiation with visible light (470 nm, 530 nm). The on-switching of fluorescence due to the ring-closure reaction was observed also with visible light of 470 nm (to an extent of 10% for compound SyOTh1) and attributed to the Urbach tail effect. Due to a high degree of fluorescence modulation (>270), good fatigue resistance and large fluorescence quantum yield, compound SyOTh1 emerged as a candidate for single-molecule based super-resolution fluorescence microscopy.
Five-membered heterocyclic derivatives as well as preparation method thereof and use thereof in medicine
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, (2019/10/15)
The invention provides five-membered heterocyclic derivatives or pharmaceutically acceptable salts thereof which are shown in a general formula (I), a preparation method of the five-membered heterocyclic derivatives or the pharmaceutically acceptable salts thereof, and use of the five-membered heterocyclic derivatives or the pharmaceutically acceptable salts thereof as a therapeutic agent, especially as a rearrangement (RET) kinase inhibitor during selective transfection. In the general formula (I), the definitions of A, B, C, D, E, X, R1, R2 and R3 are the same as those in the description. The general formula (I) is described in the description.
Ester-directed regioselective borylation of heteroarenes catalyzed by a silica-supported iridium complex
Kawamorita, Soichiro,Ohmiya, Hirohisa,Sawamura, Masaya
scheme or table, p. 3855 - 3858 (2010/09/04)
Figure presented The ester-directed regioselective borylation of arenes catalyzed by a silica-supported monophosphine-Ir complex displayed a significantly broad substrate scope toward heteroaromatic compounds, including thiophene, pyrrole, furan, benzothiophene, benzofuran, indole, and carbazole derivatives. The regioselectivity is complementary to the selectivities observed in the heteroarene C-H borylation with the dtbpy-Ir catalyst system.
Iridium-catalyzed borylation of thiophenes: versatile, synthetic elaboration founded on selective C-H functionalization
Chotana, Ghayoor A.,Kallepalli, Venkata A.,Maleczka Jr., Robert E.,Smith III, Milton R.
, p. 6103 - 6114 (2008/12/20)
Iridium-catalyzed borylation has been applied to various substituted thiophenes to synthesize poly-functionalized thiophenes in good to excellent yields. Apart from common functionalities compatible with iridium-catalyzed borylations, additional functional group tolerance to acyl (COMe) and trimethylsilyl (TMS) groups was also observed. High regioselectivities were observed in borylation of 3- and 2,5-di-substituted thiophenes. Electrophilic aromatic C-H/C-Si bromination on thiophene boronate esters is shown to take place without breaking the C-B bond, and one-pot C-H borylation/Suzuki-Miyaura cross-coupling has been accomplished on 2- and 3-borylated thiophenes.
