Green synthesis of α-deuterated boronates using DMTT reagent

Robust, scalable construction of an electrophilic deuterated methylthiolating reagent: facile access to SCD3-containing scaffolds

“…Methanol- d 4 as an abundant and facilely available CD 3 source has been applied to construct robust d 3 -methylating agents. 21 Therefore, we assume that methanol- d 4 is the preeminent synthon to achieve the formation of a SCD 3 reagent. Herein, we disclosed an economic process for the synthesis and application of a deuterated methylthiolating reagent (Fig.…”

Enabling the Use of Alkyl Thianthrenium Salts in Cross‐Coupling Reactions by Copper Catalysis

“…[14] Inspired by this biosynthetic procedure, we used MeOTf and TT to prepare on a large scale thianthrenium salt 4 that bears a methyl group (Scheme 1). [15] Delightfully, the coupling of terminal alkynes 5 a-5 c with reagent 4 afforded methylation products 6 a-6 c in good to excellent yields.…”

“…Aspartic acid derivative 13 with a sensitive NH motif readily formed alkyne 14 without any racemization. The drug mestranol (15) bearing a terminal alkyne could be directly transformed with thianthrenium salt 1 a into internal alkyne 16 in 62 % yield. Finally, the facile latestage alkylation of erlotinib ( 17) by alkyl thianthrenium salts 1 a or 4 highlighted the robustness of the developed method.…”

Synthesis of α-Aminosilanes by 1,2-Metalate Rearrangement Deoxygenative Silylation of Aromatic Amides

“…Tetracoordinated boron-mediated 1,2-metalate rearrangement is one of the most widely used strategies in boron chemistry for the construction of various compounds . Si-Bpin reagents were commonly used as substrates in this field, and the Hiyama group and Oestreich group reported several beautiful works on that topic .…”