Cobalt‐Mediated Decarboxylative/Desilylative C−H Activation/Annulation Reaction: An Efficient Approach to Natural Alkaloids and New Structural Analogues

Abstract

A Co(II)-mediated decarboxylative/desilylative CÀ H activation/ annulation reaction for the efficient synthesis of 3-arylisoquinolines has been developed. Using alkynyl carboxylic acid and alkynyl silane as terminal alkyne precursors, providing straightforward routes for the synthesis of natural alkaloids and novel structural analogues.

The cobalt(ii)-catalyzed acyloxylation of picolinamides with bifunctional silver carboxylateviaC–H bond activation

“…Transition-metal-catalyzed direct C–H bond functionalization is one of the most dynamic synthetic chemistry methods available for constructing multifunctional polysubstituted aromatic hydrocarbons and other useful heterocyclic compounds with great step efficiency and low waste. Due to good reactivity in terms of C–H bond activation, powerful and versatile strategies involving picolinamide and 8-aminoquinoline have been developed for the installation of alkoxy/aryloxy, 1 alkylamino/arylamino, 2 alkyl, 3 aryl, 4 fluoroalkyl, 5 alkenyl, 6 alkynyl, 7 carbonyl, 8 carboxyl, 9 acyloxy, 10 alkylthiol/alkaneselenyl/sulfonyl, 11 halogen, 12 acyl, 13 alkanesilicyl, 14 and nitro 15 groups. For the above important methods, which access multifunctional 8/4-substituted 1-naphthalene amides, picolinamide remains a meaningful choice as a C–H bond activation acceptor.…”