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- W2897796518 abstract "A simple, regiocontrolled, and transition-metal-free approach to access exclusively 3-borylated thiophene derivatives is reported. The commercially available B-chlorocatecholborane reagent (ClBcat) acts as a carbophilic Lewis acid to activate the alkyne in readily synthesized ( Z)-organylthioenyne substrates. This boron-induced activation initiates the formal thioboration and subsequent sulfur dealkylation, leading to the formation of 3-borylated thiophenes in good yields. The resulting borylated thiophenes are isolable as boronic esters (Bpin) and boronamides (Bdan). These borylated products are amenable to diverse downstream functionalization reactions, i.e., C-C bond formation through cross-coupling, azidation, bromination, and C-H activation." @default.
- W2897796518 created "2018-10-26" @default.
- W2897796518 creator A5069791124 @default.
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- W2897796518 date "2018-10-11" @default.
- W2897796518 modified "2023-10-02" @default.
- W2897796518 title "Transition-Metal-Free Synthesis of Borylated Thiophenes via Formal Thioboration" @default.
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- W2897796518 doi "https://doi.org/10.1021/acs.orglett.8b02727" @default.
- W2897796518 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/30350646" @default.
- W2897796518 hasPublicationYear "2018" @default.
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