On June 3, 2020, Song, Bichao; Xie, Peipei; Li, Yingzi; Hao, Jiping; Wang, Lu; Chen, Xiangyang; Xu, Zhongliang; Quan, Haitian; Lou, Liguang; Xia, Yuanzhi; Houk, K. N.; Yang, Weibo published an article.COA of Formula: C7H6ClNO2 The title of the article was Pd-Catalyzed Decarboxylative Olefination: Stereoselective Synthesis of Polysubstituted Butadienes and Macrocyclic P-glycoprotein Inhibitors. And the article contained the following:
The efficient and stereoselective synthesis of polysubstituted butadienes, especially the multifunctional butadienes, represents a great challenge in organic synthesis. Herein, we wish to report a distinctive Pd(0) carbene-initiated decarboxylative olefination approach that enables the direct coupling of diazo esters with vinylethylene carbonates (VECs), vinyl oxazolidinones, or vinyl benzoxazinones to afford alc.-, amine-, or aniline-containing 1,3-dienes in moderate to high yields and with excellent stereoselectivity. This protocol features operational simplicity, mild reaction conditions, a broad substrate scope, and gram-scalability. Notably, a structurally unique allylic Pd(II) intermediate was isolated and characterized. DFT calculation and control experiments demonstrated that a rare Pd(0) carbene intermediate could be involved in this reaction. Moreover, the polysubstituted butadienes as novel building blocks were unprecedentedly assembled into macrocycles, which efficiently inhibited the P-glycoprotein and dramatically reversed multidrug resistance in cancer cells by 190-fold. The experimental process involved the reaction of 2-Amino-4-chlorobenzoic acid(cas: 89-77-0).COA of Formula: C7H6ClNO2
The Article related to vinylethylene carbonate diazo ester palladium decarboxylative olefination catalyst, vinyloxazolidinone diazo ester palladium decarboxylative olefination catalyst, vinylbenzoxazinone diazo ester palladium decarboxylative olefination catalyst, butadiene polysubstituted stereoselective preparation and other aspects.COA of Formula: C7H6ClNO2
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