ArticleAngewandte Chemie (International ed. in English)2022
Exploiting Coordination Effects for the Regioselective Zincation of Diazines Using TMPZnX⋅LiX (X=Cl, Br).
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Coordination-Driven Direct C─H Metalation of N-Heterocycles With a Superbasic Co(II) Amide Co(TMP)Angewandte Chemie (International ed. in English) · 2026Article
- Calcium Alkynyl(hydrido)zincates.Organometallics · 2026Article
- Deuteration of Six-Membered N-Heteroarenes: Chemistry and Applications.Chemistry (Weinheim an der Bergstrasse, Germany) · 2025Review
- Comprehensive perspectives of metal and metal-free C-H activation approaches in pyrimidines and related heteroarenes: scope, mechanistic insights, and synthetic utility.RSC advances · 2025Review
- Direct C-H Hydroxylation ofJournal of the American Chemical Society · 2024Article
- Main group metal-mediated strategies for C-H and C-F bond activation and functionalisation of fluoroarenes.Chemical science · 2023Review
- Calculation-assisted regioselective functionalization of the imidazo[1,2-Chemical science · 2023Article
- Exploiting Coordination Effects for the Regioselective Zincation of Diazines Using TMPZnX⋅LiX (X=Cl, Br).Angewandte Chemie (International ed. in English) · 2022Article
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Authors and funding
9 authors.
Funding
Abstract
A new method for regioselective zincations of challenging N-heterocyclic substrates such as pyrimidines and pyridazine was reported using bimetallic bases TMPZnX⋅LiX (TMP=2,2,6,6-tetramethylpiperidyl; X=Cl, Br). Reactions occurred under mild conditions (25-70 °C, using 1.75 equivalents of base without additives), furnishing 2-zincated pyrimidines and 3-zincated pyridazine, which were then trapped with a variety of electrophiles. Contrasting with other s-block metalating systems, which lack selectivity in their reactions even when operating at low temperatures, these mixed Li/Zn bases enabled unprecedented regioselectivities that cannot be replicated by either LiTMP nor Zn(TMP)
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