32832-95-4Relevant articles and documents
Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides
Chan, Cheng-Lin,Hsu, Che-Ming,Lee, Shao-Chi,Li, Li-Yun,Liao, Hsuan-Hung,Mi?oza, Shinje,Tsai, Hao-En,Tsai, Zong-Nan,Tsao, Yong-Ting
, (2022/02/07)
The C-S activation and sulfur removal from native thiols is challenging, which limits their application as feedstock materials in organic synthesis despite their natural abundance. Herein, we introduce a per-/polyfluoroaryl moiety, which serves as a redox-active scaffold, into sp3-hybridized thiols to activate the C-S bond. Using a Ni catalyst with MgBr2 as an additive, the S group can be removed to yield an aliphatic radical that can react with an aryl halide in a reductive cross-coupling.
Regiodivergent CDC reactions of aromatic aldehydes with unactivated arenes controlled by transient directing strategy
Bai, Chaolumen,Baiyin, Menghe,Bao, Agula,Bao, Yong-Sheng,Chao, Bao,Liu, Dan,Muschin, Tegshi
supporting information, p. 11229 - 11232 (2021/11/03)
The regiodivergent catalytic dehydrogenative cross-coupling reactions at both sp2and sp3hybridized carbons of aromatic compounds are particularly challenging. Herein, we report the finding of transient directing group controlled regiodivergent C(sp3)-C(sp2) and C(sp2)-C(sp2) cross-coupling in theo-methyl benzaldehyde frameworks. Catalyzed by palladium, using K2S2O8or [F+] reagents as by-standing oxidants and unactivated arenes as substrates/solvents, various benzyl benzaldehydes or phenyl benzaldehydes were prepared. A mechanism study indicated that the regiospecificity is dominated by the [5,6]-fused palladacycle or [6,5]-fused palladacycle intermediates, which are generated from Pd-chelation with specified transient directing groups and further C-H activations.
Nano palladium catalyzed C(sp3)[sbnd]H bonds arylation by a transient directing strategy
Chen, Jianxia,Bai, Chaolumen,Ma, Hongpeng,Liu, Dan,Bao, Yong-Sheng
supporting information, p. 465 - 469 (2020/03/19)
Reported herein is the first example of heterogeneous palladium catalyzed C(sp3)-H bonds arylation by a transient-ligand-directed strategy. Using supported palladium (metallic state) nanopariticles as catalyst, a wide range of aryl iodides undergo the coupling with various o-methylbenzaldehyde derivatives to assemble a library of highly selective and functionalized o-benzylbenzaldehydes. The stability of the catalyst was easily recovered four runs without significant loss of activity. The XPS analysis of the catalyst before and after reaction indicated that the reaction might be carried out by a catalytic cycle starting with Pd0.