Nickel-catalyzed cross-electrophile allylation of vinyl bromides and the modification of anti-tumour natural medicine β-elemene

Abstract

Herein, we present a facile and efficient allylation method via Ni-catalyzed cross-electrophile coupling of readily available allylic acetates with a variety of substituted alkenyl brimides using zinc as the terminal...

Recent progress in nickel-catalyzed carboboration of alkenes

“…In addition to the (hetero)arylboration reactions listed above, the methods of Ni-catalyzed alkenylboration of alkenes with alkenyl electrophiles 31 and B 2 pin 2 were developed to obtain the 1,2-alkenylboration compounds, especially for the asymmetric 1,2-vinylboration reaction under certain conditions (Scheme 20).…”

Design, synthesis and biological evaluation of novel histone deacetylase (HDAC) inhibitors derived from β -elemene scaffold

“…To overcome these shortcomings, the combination therapy of β -elemene with other anticancer drugs, such as cisplatin 15 , paclitaxel 16 , and gefitinib 17 have been extensively studied. On the other hand, the structural modifications based on β -elemene scaffold such as the hydroxyl carboximates derivatives 18 , vinylated derivatives 19 , NO -donating derivatives 20 and macrocycles derivatives 21 have been a major trend for identifying new chemical entities with better anticancer effects and potential better druggability than β -elemene. The above mentioned cancer treatment paradigms have achieved great success and broad prospects in the treatment of solid tumours, but has poorly reported for the treatment of lymphoma.…”

Alkenyl Thioetherification Enabled by Nickel Catalysis

“…In view of the significant and broad potential applications of alkenyl thioether motifs, a series of methods to construct alkenyl thioethers based on the alkenyl electrophile substrates have been developed, which has continuously attracted growing attention. For incorporation of alkenyl groups, base and transition-metal catalysis (such as Pd, Cu, Fe, etc.) have been proven to be effective to catalyze the thioetherifications (Scheme B), which significantly widens the scope of alkenyl electrophiles for C­(sp 2 )–heteroatom bond formation.…”

“…Recently, Fleischer reported the nickel-catalyzed thioetherification of aryl chlorides to obtain the aryl thioethers. We reasonably questioned whether the general strategy described above could be expanded to alkenyl thioetherification when a classic cross-coupling partner, an alkenyl halide, , is used. This may provide a facile and synthetically practical protocol for the construction of sterically hindered carbon–heteroatom bonds.…”