ChemInform Abstract: Intramolecular Oxyacylation of Alkenes Using a Hydroxyl Directing Group.

Hoang, Giang Tran; Pan, Zhongda; Brethorst, Jason T.; Douglas, Christopher J.

doi:10.1002/chin.201519043

Cited by 1 publication

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“…385 Douglas followed this initial report up with another in 2014. 386 Instead of using rhodium to activate the C-O bond, he uses iridium which allows the use of a simpler directing group handle, an easily functionalized phenol. Use of an iridium precatalyst with added MOP ligand (452) at elevated temperatures allowed for the formation of five-(451) or sixmembered (450) ring products in good to modest yields (Figure 101).…”

Section: Activation Of C-o Bonds Of Estersmentioning

confidence: 99%

Cross-Coupling of Heteroatomic Electrophiles

2019

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At the advent of cross-coupling chemistry, carbon electrophiles based on halides or psuedohalides were the only suitable electrophilic coupling partners. Almost two decades passed before the first cross-coupling reaction of heteroatom-based electrophiles was reported. Early work by Murai and Tanaka initiated investigations into silicon electrophiles. Narasaka and Johnson pioneered the way in the use of nitrogen electrophiles; while Suginome began the exploration of boron electrophiles. The chemistry reviewed within provides prospective on the use of heteroatomic electrophiles specifically silicon-, nitrogen-, boron-, oxygen-and phosphorus-based electrophiles in transitionmetal catalyzed cross-coupling. For the purposes of this review, a loose definition of crosscoupling is utilized; all reactions minimally proceed via an oxidative addition event. Although not cross-coupling in a traditional sense, we have also included catalyzed reactions that join a heteroatomic electrophile with an in situ generated nu-cleophile. However, for brevity, those involving hydroamination or C-H activation as a key step are largely excluded. This work includes primary references published up to and including October 2018.

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Section: Activation Of C-o Bonds Of Estersmentioning

confidence: 99%