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The Exploration of Aroyltrimethylgermane as Potent Synthetic Origins and Their Preparation

2019, Yuan, Yang, Zhang, Youcan, Chen, Bo, Wu, Xiao-Feng

The synthetic utilities of acylgermanes are surprisingly rarely explored compared with their analogues. In this communication, the survey of aroyltrimethylgermane as potent synthetic origins has been studied. A variety of novel chemical transformations have been realized, including using the acylgermane group as a directing group in Rh-catalyzed aromatic C-H alkenylation reaction and Ir-catalyzed aromatic C-H amidation reactions. Additionally, a general approach for acylgermanes preparation has been established as well. The catalytic system proceeds effectively in the presence of Pd(OAc)2/BINOL-based monophosphite (L11) and allows for the straightforward access to a wide range of functionalized acylgermanes in high yields. © 2019 The Author(s)Catalysis; Organic Synthesis; Organic Reaction; Chemical Synthesis © 2019 The Author(s)

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Difluoroalkylative carbonylation of alkenes to access carbonyl difluoro-containing heterocycles: convenient synthesis of gemigliptin

2022, Bao, Zhi-Peng, Zhang, Youcan, Wang, Le-Cheng, Wu, Xiao-Feng

Fluorinated heterocycles play a vital role in pharmaceutical and agrochemical industries. Hence, rapid and efficient construction of fluorinated heterocycles remains highly demanded. Herein, a difluoroalkylative carbonylative cyclization of unactivated alkenes and ethylene gas enabled by palladium catalysis has been developed for the first time toward the synthesis of α-carbonyl difluoro-modified glutarimides. This procedure can also be applied to the synthesis of GeMigliptin which is a medicine approved for the treatment of type 2 diabetes mellitus. [Figure not available: see fulltext.]