144104-59-6Relevant articles and documents
Conjugated oligomers with thiophene and indole moieties: Synthesis, photoluminescence and electrochromic performances
Dong, Ben,Li, Baoyan,Cao, Yi,Meng, Xinlei,Yan, Han,Ge, Shusheng,Lu, Yun
, p. 35 - 42 (2017)
Two series of thiophene oligomers and terthiophene oligomers consisting of both thiophene and indole moieties have been synthesized. They have same excitation-dependent photoluminescence characteristics, but different bandgaps and absorption behaviors, which relates to the number and denseness of indoles in the conjugated oligomers and the length of alkyl chains on indole moiety due to varied the π-π stacking interaction of conjugated structures in the as-prepared oligomers. A simple electrochromic device based on such a conjugated oligomer displays a novel four-color electrochromism from red to yellow, green and puce with the increased potential and possesses good environmental and redox stability. Such conjugated oligomer also exhibits high sensitivity and selectivity for Zn2+detection.
Development of a Concise Multikilogram Synthesis of LPA-1 Antagonist BMS-986020 via a Tandem Borylation-Suzuki Procedure
Smith, Michael J.,Lawler, Michael J.,Kopp, Nathaniel,McLeod, Douglas D.,Davulcu, Akin H.,Lin, Dong,Katipally, Kishta,Sfouggatakis, Chris
, p. 1859 - 1863 (2017/11/24)
The process development for the synthesis of BMS-986020 (1) via a palladium catalyzed tandem borylation/Suzuki reaction is described. Evaluation of conditions culminated in an efficient borylation procedure using tetrahydroxydiboron followed by a tandem Suzuki reaction employing the same commercially available palladium catalyst for both steps. This methodology addressed shortcomings of early synthetic routes and was ultimately used for the multikilogram scale synthesis of the active pharmaceutical ingredient 1. Further evaluation of the borylation reaction showed useful reactivity with a range of substituted aryl bromides and iodides as coupling partners. These findings represent a practical, efficient, mild, and scalable method for borylation.
Palladium-catalyzed borylation of aryl and heteroaryl halides utilizing tetrakis(dimethylamino)diboron: One step greener
Molander, Gary A.,Trice, Sarah L. J.,Kennedy, Steven M.
supporting information, p. 4814 - 4817,4 (2012/12/12)
The palladium-catalyzed borylation of aryl and heteroaryl halides with a novel borylating agent, tetrakis(dimethylamino)diboron [(Me2N) 2B-B(NMe2)2], is reported. The method is complementary to the previously reported method utilizing bis-boronic acid (BBA) in that certain substrates perform better under one set of optimized reaction conditions than the other. Because tetrakis(dimethylamino)diboron is the synthetic precursor to both BBA and bis(pinacolato)diboron (B 2Pin2), the new method represents a more atom-economical and efficient approach to current borylation methods.