(Diethylamino)sulfur trifluoride (DAST)-mediated oxidation of benzylic alcohols and amines to carbonyl compounds

Dylan Smeyne; Steven Boyles; Ricardo Belloso; Katherine Verboom; Bryce White; Abid Shaikh

doi:10.1080/00397911.2024.2397499

(Diethylamino)sulfur trifluoride (DAST)-mediated oxidation of benzylic alcohols and amines to carbonyl compounds

Dylan Smeyne, Steven Boyles, Ricardo Belloso, Katherine Verboom, Bryce White, Abid Shaikh

Biochemistry, Chemistry, & Physics

Georgia Southern University

Research output: Contribution to journal › Article › peer-review

Abstract

We report an efficient protocol for oxidation of primary/secondary benzyl alcohols and benzylamines to produce corresponding aldehydes or ketones. Our unified method involves the use of commercially available (diethylamino)sulfur trifluoride (DAST) as a reagent combined with DMSO as solvent and oxidant. The reaction provided corresponding carbonyl compounds in good to excellent yields with high purity and in short reaction times.

Original language	English
Pages (from-to)	1620-1628
Number of pages	9
Journal	Synthetic Communications
Volume	54
Issue number	18
DOIs	https://doi.org/10.1080/00397911.2024.2397499
State	Published - 2024

Keywords

Aldehydes
DAST
DMSO
benzyl alcohol
oxidation

Access to Document

10.1080/00397911.2024.2397499

Cite this

@article{b506e3604b174bbc9119b98c9ad7a08d,

title = "(Diethylamino)sulfur trifluoride (DAST)-mediated oxidation of benzylic alcohols and amines to carbonyl compounds",

abstract = "We report an efficient protocol for oxidation of primary/secondary benzyl alcohols and benzylamines to produce corresponding aldehydes or ketones. Our unified method involves the use of commercially available (diethylamino)sulfur trifluoride (DAST) as a reagent combined with DMSO as solvent and oxidant. The reaction provided corresponding carbonyl compounds in good to excellent yields with high purity and in short reaction times.",

keywords = "Aldehydes, DAST, DMSO, benzyl alcohol, oxidation",

author = "Dylan Smeyne and Steven Boyles and Ricardo Belloso and Katherine Verboom and Bryce White and Abid Shaikh",

note = "Publisher Copyright: {\textcopyright} 2024 Taylor & Francis Group, LLC.",

year = "2024",

doi = "10.1080/00397911.2024.2397499",

language = "English",

volume = "54",

pages = "1620--1628",

journal = "Synthetic Communications",

issn = "0039-7911",

publisher = "Taylor and Francis Ltd.",

number = "18",

}

TY - JOUR

T1 - (Diethylamino)sulfur trifluoride (DAST)-mediated oxidation of benzylic alcohols and amines to carbonyl compounds

AU - Smeyne, Dylan

AU - Boyles, Steven

AU - Belloso, Ricardo

AU - Verboom, Katherine

AU - White, Bryce

AU - Shaikh, Abid

PY - 2024

Y1 - 2024

N2 - We report an efficient protocol for oxidation of primary/secondary benzyl alcohols and benzylamines to produce corresponding aldehydes or ketones. Our unified method involves the use of commercially available (diethylamino)sulfur trifluoride (DAST) as a reagent combined with DMSO as solvent and oxidant. The reaction provided corresponding carbonyl compounds in good to excellent yields with high purity and in short reaction times.

AB - We report an efficient protocol for oxidation of primary/secondary benzyl alcohols and benzylamines to produce corresponding aldehydes or ketones. Our unified method involves the use of commercially available (diethylamino)sulfur trifluoride (DAST) as a reagent combined with DMSO as solvent and oxidant. The reaction provided corresponding carbonyl compounds in good to excellent yields with high purity and in short reaction times.

KW - Aldehydes

KW - DAST

KW - DMSO

KW - benzyl alcohol

KW - oxidation

UR - http://www.scopus.com/inward/record.url?scp=85202745064&partnerID=8YFLogxK

U2 - 10.1080/00397911.2024.2397499

DO - 10.1080/00397911.2024.2397499

M3 - Article

AN - SCOPUS:85202745064

SN - 0039-7911

VL - 54

SP - 1620

EP - 1628

JO - Synthetic Communications

JF - Synthetic Communications

IS - 18

ER -

(Diethylamino)sulfur trifluoride (DAST)-mediated oxidation of benzylic alcohols and amines to carbonyl compounds

Abstract

Keywords

Access to Document

Other files and links

Fingerprint

Cite this