Highly Selective Metalations of Pyridines and Related Heterocycles Using New Frustrated Lewis Pairs or tmp‐Zinc and tmp‐Magnesium Bases with BF₃⋅OEt₂

Abstract

Efficient and selective: Frustrated Lewis pairs based on BF3⋅OEt2 and LiCl-complexed tmpMg or tmpZn amides (tmp=2,2,6,6-tetramethylpiperidyl) allow the efficient and regioselective metalation of various functionalized N heterocycles (see scheme for examples). Moreover, such metalations carried out in the presence or absence of BF3⋅OEt2 enable a complete switch of regioselectivity, thus allowing complementary functionalization. Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.