Comparison of Two Reagents for Thionations

Bergman, Jan

doi:10.1055/s-0036-1591989

Cited by 4 publications

(1 citation statement)

References 45 publications

(57 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Among them, both P 2 S 5 and Lawesson’s reagent are the most widely used reagents, and yet they have an obvious drawback of being sensitive to moisture. Therefore, much better sulfur reagents have been pursued by the organic chemists for the past decades [ 33 ]. Thioamides, as an important class of sulfur-containing organic compounds, have been synthesized by applying different sulfur reagents as the sulfur source [ 1 , 34 , 35 , 36 , 37 , 38 , 39 ].…”

Section: Introductionmentioning

confidence: 99%

K2S2O8-Promoted Aryl Thioamides Synthesis from Aryl Aldehydes Using Thiourea as the Sulfur Source

Bian

Chen

et al. 2018

Molecules

View full text Add to dashboard Cite

show abstract

Section: Introductionmentioning

confidence: 99%

K2S2O8-Promoted Aryl Thioamides Synthesis from Aryl Aldehydes Using Thiourea as the Sulfur Source

Bian

Chen

et al. 2018

Molecules

View full text Add to dashboard Cite

show abstract

Evaluation and Development of Methodologies for the Synthesis of Thiophosphinic Acids

Winters

Montchamp

2020

J. Org. Chem.

View full text Add to dashboard Cite

Thiophosphorus acids R1R2P(S)OH constitute an important class of organophosphorus compounds, in which the phosphorus atom is intrinsically chiral if R1 ≠ R2. In connection with a project aimed at the preparation of chiral thiophosphorus acids, various available literature methods were considered, but few fit the requirement of odorless reagents. Herein, the results of our studies on the synthesis of thiophosphinic acids are reported. Ultimately, two major approaches were selected: (1) the Stec reaction of phosphorus amides with carbon disulfide; and (2) the one-pot synthesis of thiophosphorus acids from H-phosphinates, an organometallic nucleophile, and quenching with elemental sulfur. An application to the preparation of a potential chiral phosphorus organocatalyst is also reported.

show abstract

Heteroatom Exchange Chemistry in (Z)-1-R-2-(4′,4′-dimethyl)-2′-oxazolin-2′yl)-eth-1-en-1-ols: Access to Chelate-stabilized Thioester Analogues of Dithiooxophosphoranes

2021

View full text Add to dashboard Cite

The exploration of S- or Se-for-O exchange with (Z)-1-R-2-(4′,4′-dimethyl-2′-oxazolin-2′-yl)-eth-1-en-1-ols (1: R = Ph, Me, CF3, Ph-p-OMe) is described. The use of P4S10, intended to facilitate O↔S exchange, leads to the isolation of rare examples of air-stable thioester analogues of dithiooxophosphoranes. Clean heteroatom exchange can be realized using Lawesson's Reagent in good to moderate yields. Woollins' selenation reagent leads to the isolation of an unusual example of a selenazolidine product (10) in trace amounts.

show abstract

Comparison of Two Reagents for Thionations

Cited by 4 publications

References 45 publications

K2S2O8-Promoted Aryl Thioamides Synthesis from Aryl Aldehydes Using Thiourea as the Sulfur Source

K2S2O8-Promoted Aryl Thioamides Synthesis from Aryl Aldehydes Using Thiourea as the Sulfur Source

Evaluation and Development of Methodologies for the Synthesis of Thiophosphinic Acids

Heteroatom Exchange Chemistry in (Z)-1-R-2-(4′,4′-dimethyl)-2′-oxazolin-2′yl)-eth-1-en-1-ols: Access to Chelate-stabilized Thioester Analogues of Dithiooxophosphoranes

Contact Info

Product

Resources

About