Use of Lawesson's Reagent in Organic Syntheses

Abstract

His Ph.D. research involves the synthesis of dithienothiophene (DTT) and ethenedithiothiophene (EDTT) type compounds and their electrochemical polymerizations. His other research area includes controlled release of anticancer drugs in biodegradable polymers. Scheme 2. Thionation Mechanism of 3 and 4 Scheme 3. Formation of the Side Product 8 Scheme 4. Synthesis of 1,3,2-Dithiaphosphetane 2-Sulfides

Total synthesis of (±)-stemonamide, (±)-isostemonamide, (±)-stemonamine, and (±)-isostemonamine using a radical cascade

“…19 Therefore, we examined reduction of the thiocarbonyl group of lactam, prepared from (±)- (1) or (±)-2, with Raney nickel. We were delighted to find that treatment of (±)-(2), obtained in large quantities, with Lawesson's reagent afforded the desired thiocarbonyl lactam 28 quantitatively.…”

Perfluorinated oxygen- and sulfur-containing compounds as extractants for gold(III)

“…We have previously shown the utility of 4 in extracting a series of metals from aqueous solution under solid phase-liquid phase conditions, and the sulfur analogue would be of interest in gold extractions as it is a softer donor. Thus, 4 can be converted into 5 by treatment with Lawesson's reagent in rather poor yield; whilst variable yields have been reported for Lawesson's [30], we believe that poor solubility is the reason for the low yield. Attempts to repeat the reaction with P 4 S 10 also gave low yield and a more difficult work-up.…”

Synthesis of orthogonally protected thioamide dipeptides for use in solid-phase peptide synthesis

“…6 The synthesis of thioamides has been reviewed, and one of the principal methods used is the thionation of amides. 7 A large number of methods have been developed for the thionation of carbonyl groups to their thiocarbonyl analogues, where the main reagents include Lawesson's reagent, 8 Berzelius' reagent 9 , more recently Curphey's method. 10 The use of a P4S10-pyridine complex was also reported by Bergman and co-workers in 2011.…”