C-S addition onto a terminal alkyne with rhenium

Kazuhiko Takai and co-workers have reported in Organic Letters on a rhenium catalyzed C-S bond addition onto a terminal alkyne. We don’t usually see much of rhenium chemistry out there, but when there is something, it seems to be interesting.

OL paper

Erythromycin A deoxygenation

Scott Miller and colleague have reported in ACIEE on a site selective deoxygenation of erythromycin A.

ACIEE paper

MCC with benzynes

Hiroto Yoshida and co-workers at Hiroshima University have reported in ACIEE on a three component coupling between a benzyne, aryl or alkynyl bromide and nucleophile to form substituted aryl bromides.  What’s fascinating is that the aryl or alkynyl group transfers to the nucleophile.

ACIEE paper

Triazole ring opening

Christopher Bielawski and co-workers at UT Austin have reported in Science on the ring opening of a triazole ring, which is usually viewed as the product of a click reaction.

 

Science paper

Alkenes + Alcohols = C-C bond + loss of water

Chae Yi and co-workers at Marquette University have reported in Science on a cationic ruthenium complex that forms a C-C bond between an alcohol and an alkene with a net loss of a water molecule.

Science paper

Csp3-Csp3 bond coupling reaction

Gregory Fu and co-workers have reported in JACS on a nickel catalyzed coupling between an alkyl amino halide and an alkyl borane.

JACS paper

From aryl halides to phenols

Govindas Sekar and co-workers from IIT Madras have reported in Chem Comm on a Cu-catalyzed C-X activation converting an aryl halide into a phenol using KOH as the oxygen source.  They used glucose as the ligand.

Chem Comm paper

Ni-catalyzed C-O bond cleavage

John Hartwig and colleague have reported in Science on a nickel catalyzed C-O bond cleavage of an ether.

Science paper

C-H vs. C-S Activation

Datong Song and co-worker at the University of Toronto have reported in Organometallics on C-S and C-H activation reactions using either a platinum (0) or platinum (II) metal, respectively.

Organometallics paper

Benzynes and Alkynyl Ethers

Enrique Guitian and colleagues at Universidade de Santiago de Compostela have published in Organic Letters on a reaction between a benzyne and an alkynyl ether.

 

 

OL paper