Unknown

Dataset Information

0

Regiocontrol in the oxidative Heck reaction of indole by ligand-enabled switch of the regioselectivity-determining step.


ABSTRACT: Efficient control of regioselectivity is a key concern in transition-metal-catalyzed direct C-H functionalization reactions. Various strategies for regiocontrol have been established by tuning the selectivity of the C-H activation step as a common mode. Herein, we present our study on an alternative mode of regiocontrol, in which the selectivity of the C-H activation step is no longer a key concern. We found that, in a reaction where the C-H activation step exhibits a different regio-preference from the subsequent functionalization step, a ligand-enabled switch of the regioselectivity-determining step could provide efficient regiocontrol. This mode has been exemplified by the Pd(ii)-catalyzed aerobic oxidative Heck reaction of indoles, in which a ligand-controlled C3-/C2-selectivity was achieved for the first time by the development of sulfoxide-2-hydroxypyridine (SOHP) ligands.

SUBMITTER: Wang YJ 

PROVIDER: S-EPMC8162380 | biostudies-literature |

REPOSITORIES: biostudies-literature

Similar Datasets

| S-EPMC3107328 | biostudies-literature
| S-EPMC6746090 | biostudies-literature
| S-EPMC9753166 | biostudies-literature
| S-EPMC6342193 | biostudies-literature
| S-EPMC5969259 | biostudies-literature
| S-EPMC11344049 | biostudies-literature
| S-EPMC6137405 | biostudies-literature
| S-EPMC6598511 | biostudies-literature
| S-EPMC3495987 | biostudies-literature
| S-EPMC5813498 | biostudies-literature