Abstract
An efficient weak carboxylate-assisted oxidative cross-dehydrogenative C-H/C-H coupling (CDC) of heteroarenes with readily available olefins has been devised employing water as green solvent under ruthenium(II) catalysis. The reaction is operationally simple, accommodates a large variety of heteroaromatic carboxylic acids as well as olefins, and facilitates a diverse array of high-value olefin-tethered heteroarenes in high yields (up to 87%). The potential of this ortho-C-H bond activation strategy has also been exploited toward tunable synthesis of densely functionalized heteroarenes through challenging unsymmetrical bis-olefination process in a one-pot sequential fashion. Mechanistic investigation demonstrates a reversible ruthenation process and C-H metalation step might not be involved in the rate-determining step.
Original language | English |
---|---|
Pages (from-to) | 62-73 |
Number of pages | 12 |
Journal | Journal of Organic Chemistry |
Volume | 86 |
Issue number | 1 |
DOIs | |
State | Published - 1 Jan 2021 |
Externally published | Yes |
ASJC Scopus subject areas
- Organic Chemistry