» Articles » PMID: 17295542

A Mild Synthesis of Vinyl Halides and Gem-dihalides Using Triphenyl Phosphite-halogen-based Reagents

Overview
Journal J Org Chem
Specialty Chemistry
Date 2007 Feb 14
PMID 17295542
Citations 19
Authors
Affiliations
Soon will be listed here.
Abstract

A new application of (PhO)3P-halogen-based reagents to the synthesis of vinyl halides and gem-dihalides is described. Vinyl halides were prepared in good to excellent yields from enolizable ketones, whereas aldehydes afforded the corresponding gem-dihalides. The halogenation proceeded smoothly under mild conditions.

Citing Articles

Structure-Activity Relationships for the Marine Natural Product Sintokamides: Androgen Receptor N-Terminus Antagonists of Interest for Treatment of Metastatic Castration-Resistant Prostate Cancer.

Yan L, Banuelos C, Mawji N, Patrick B, Sadar M, Andersen R J Nat Prod. 2020; 84(3):797-813.

PMID: 33124806 PMC: 8802828. DOI: 10.1021/acs.jnatprod.0c00921.


Iridium-Catalyzed Hydrochlorination and Hydrobromination of Alkynes by Shuttle Catalysis.

Yu P, Bismuto A, Morandi B Angew Chem Int Ed Engl. 2019; 59(7):2904-2910.

PMID: 31769578 PMC: 7028031. DOI: 10.1002/anie.201912803.


In(III) and Hf(IV) Triflate-Catalyzed Hydration and Catalyst-free Hydrohalogenation of Aryl Acetylenes in Liquid Sulfur Dioxide.

Suta K, Turks M ACS Omega. 2019; 3(12):18065-18077.

PMID: 31458393 PMC: 6643593. DOI: 10.1021/acsomega.8b01630.


Nickel-Catalyzed Conversion of Enol Triflates into Alkenyl Halides.

Hofstra J, Poremba K, Shimozono A, Reisman S Angew Chem Int Ed Engl. 2019; 58(42):14901-14905.

PMID: 31410936 PMC: 7179072. DOI: 10.1002/anie.201906815.


β C-H di-halogenation iterative hydrogen atom transfer.

Wappes E, Vanitcha A, Nagib D Chem Sci. 2018; 9(19):4500-4504.

PMID: 29896392 PMC: 5958344. DOI: 10.1039/c8sc01214h.