Journal
JOURNAL OF SULFUR CHEMISTRY
Volume 38, Issue 5, Pages 475-487Publisher
TAYLOR & FRANCIS LTD
DOI: 10.1080/17415993.2017.1313257
Keywords
Lawesson's reagent; secondary alcohols; secondary thiols; organic sulfides; hetaryl substituents
Categories
Funding
- National Science Center (Cracow, Poland) [Maestro-3 (Dec-2012/06/A/ST5/00219)]
Ask authors/readers for more resources
A series of hetaryl-substituted methanols were used for direct conversion into the corresponding thiols by treatment with Lawesson's reagent in boiling toluene. Unexpectedly, the respective sulfides were formed exclusively. In the case of chiral alcohols, the sulfides were obtained as 1:1-mixtures of meso-and dl-diastereoisomers. In contrast to hetaryl-substituted alcohols, the analogous protocol applied for benzhydryl alcohol led to a mixture of the expected secondary thiol and a bis(diphenylmethyl) trithiophosphonate. Finally, the analogous reactions with ferrocenyl(phenyl) methanol and difer-rocenylmethanol, respectively, led to the corresponding thiols in good yield. [GRAPHICS] .
Authors
I am an author on this paper
Click your name to claim this paper and add it to your profile.
Reviews
Recommended
No Data Available