Palladium-catalyzed ortho-C(sp2) H bromination of benzaldehydes via a monodentate transient directing group strategy

Transient Directing Group Strategy as a Unified Method for Site Selective Direct C4–H Halogenation of Indoles

“…Thus, it is in high demand to develop novel simple methodology to prepare 4-halogenated indoles from readily accessible starting materials under mild conditions. Inspired by the success of TDG-enabled direct C–H chlorination and bromination of benzaldehydes, as well as directed C4–H indole functionalizations, we envisioned that the TDG strategy could provide a new opportunity for catalytic direct C4–H halogenations of indoles.…”

Transient imine directing groups for the C–H functionalisation of aldehydes, ketones and amines: an update 2018–2020

“…Sun and Zhang demonstrated a monodentate transient directing group strategy for the ortho-bromination of benzaldehydes (Scheme 8c). 30 This work is related to an earlier work by Yu using a bidentate anthranilic acid directing group, 31 with a slightly broader scope investigated in this later work. The monodentate 2-trifluoromethyl-5-chloroaniline directing group was shown to be effective for the transformation, with a range of substrates biased to mono-bromination reacting in 20-98% yield.…”

Enantiomer stability of atropisomeric 1,5-disubstituted 1,2,3-triazoles

“…The supplementary material file includes additional references cited therein. [98][99][100][101][102][103][104][105][106][107][108][109][110][111][112][113][114][115][116] Summaries of crystal structure data are included, and full datasets may be accessed at CCDC deposit numbers CCDC 2111317 (23) and CCDC 2111318 (41).…”