Re^I-Catalyzed highly regio- and stereoselective C–H addition to terminal and internal alkynes

Abstract

Re(i)-Catalyzed ortho alkenylation of arylpyridines and N-pyrimidyl indoles with alkynes provides excellent regio- and stereoselectivity with lower catalytic loadings.

Rhenium-Catalyzed Phthalide Synthesis from Benzamides and Aldehydes via C–H Bond Activation

“…Recently, we have reported a Re/Mg-cocatalyzed [4 + 2] annulation of benzamides and alkynes to furnish varied 3,4-dihydroisoquinolinones . With our continuous interest in Re-catalysis, , we herein disclose a Re-catalyzed [4 + 1] annulation of benzamides and aldehydes to afford phthalide derivatives (Scheme c), which showcases a distinct reaction pattern of benzamides and aldehydes from those previously achieved by using Rh and Pd catalysis. , This Re-catalyzed reaction is compatible with a wide range of electronically and sterically varied benzamides and aldehydes, thus providing a complementary protocol to previous methods. , …”

Coumarin C−H Functionalization by Mn(I) Carbonyls: Mechanistic Insight by Ultra‐Fast IR Spectroscopic Analysis

“… [20] No product was detected from the reaction of 6’‐(H) with phenylacetylene 2 a , under a variety of conditions (thermal‐TMNO aided and photochemical). The result is in keeping with the reduced propensity for rhenium to act as an effective catalyst, highlighting the uniqueness of manganese in facilitating these transformations [21,22] …”

“…The result is in keeping with the reduced propensity for rhenium to act as an effective catalyst, highlighting the uniqueness of manganese in facilitating these transformations. [ 21 , 22 ]…”

Rhenium-catalysed reactions in chemical synthesis: selected case studies

“…Directed C-H activation with rhenium has also enjoyed considerable interest in the last decade and the overwhelming majority of these reactions feature low oxidation state rhenium (I/0) carbonyl catalysts. 4 For example, 2-phenylpyridine has been coupled with terminal alkynes to give 2-pyridylstilbenes 11a, 80 with acrylate esters ( product 11b) 81 and with bicyclic alkenes ( product 11f ) (Fig. 2).…”