101033-05-0Relevant articles and documents
Pr(OTf)3 as an efficient and recyclable catalyst for chemoselective thioacetalization of aldehydes
De, Surya Kanta
, p. 2837 - 2840 (2004)
Praseodymium triflate has been found to be an efficient and recyclable catalyst for chemoselective protection of aldehydes.
Molten salt as a green reaction medium: Efficient and chemoselective dithioacetalization and oxathioacetalization of aldehydes mediated by molten tetrabutylammonium bromide
Ranu, Brindaban C.,Das, Arijit
, p. 605 - 608 (2004)
Tetrabutylammonium bromide in the molten state has been demonstrated to be a very efficient catalyst and reaction medium for the highly chemoselective dithioacetalization and oxathioacetalization of aldehydes. The tetrabutylammonium bromide is recycled fo
Copper(II) tetrafluoroborate as an extremely efficient catalyst for 1,3-dithiolane/dithiane formation from carbonyl compounds under solvent-free conditions at room temperature
Besra, Ram C.,Rudrawar, Santosh,Chakraborti, Asit K.
, p. 6213 - 6217 (2005)
Copper(II) tetrafluoroborate hydrate is a new and extremely efficient catalyst for 1,3-dithiolane/dithiane formation from aromatic, heteroaromatic and aliphatic aldehydes and cyclic saturated ketones in 1-5 min under solvent-free conditions at room temper
Highly efficient and chemoselective acetalization and thioacetalization of aldehydes catalyzed by propylphosphonic anhydride (T3P) at room temperature
Augustine, John Kallikat,Bombrun, Agnes,Sauer, Wolfgang H.B.,Vijaykumar, Pujari
, p. 5030 - 5033 (2012/11/07)
Propylphosphonic anhydride (T3P), a low toxic peptide coupling agent, has been demonstrated to be an efficient catalyst for the chemoselective acetalization and thioacetalization of aldehydes in the presence of ketones. Cyclic and acyclic acetals of diverse aldehydes were obtained in good to excellent yields at room temperature in the presence of a catalytic amount of T3P.
An efficient method for chemoselective thioacetalization of aldehydes in the presence of a catalytic amount of acidic ionic liquid under solvent-free conditions
Hajipour, Abdol Reza,Azizi, Ghobad,Ruoho, Arnold E.
experimental part, p. 1974 - 1978 (2010/03/31)
A water-stable Br?nsted acidic ionic liquid with an alkane sulfonic acid group was synthesized. This ionic liquid catalyzed the thioacetalization reaction smoothly to afford 1,3-dithianes in excellent yield and less time. In this article we describe a mil
A simple and efficient heterogeneous procedure for thioacetalization of aldehydes and ketones
Ali, Mohammed Hashmat,Gomes, Maria Goretti
, p. 1326 - 1332 (2007/10/03)
A new procedure for the protection of aldehydes and ketones as thioacetals promoted by catalytic amount of p-toluene-sulfonic acid and silica gel has been developed. This procedure offers versatility, short reaction time, excellent yield, good selectivity
Ruthenium(III) chloride-catalyzed thioacetalization of carbonyl compounds: Scope, selectivity, and limitations
De, Surya Kanta
, p. 673 - 676 (2007/10/03)
A variety of carbonyl compounds can be easily and rapidly converted to the corresponding cyclic and acylic dithioacetals in the presence of a catalytic amount of ruthenium chloride in acetonitrile at room temperature. Some of the major advantages of this
Indium(III) chloride as an efficient, convenient catalyst for thioacetalization and its chemoselectivity
Muthusamy, Sengodagounder,Babu, Srinivasarao Arulananda,Gunanathan, Chidambaram
, p. 359 - 362 (2007/10/03)
An efficient method for the preparation of 1,3-dithiolanes from aldehydes and ketones with 1,2-ethanedithiol in the presence of a catalytic amount of anhydrous indium(III) chloride is reported. A mild and highly chemoselective thioacetalization of carbony
Chemoselective Protection of Aldehydes as Dithioacetals in Lithium Perchlorate-Diethyl Ether Medium. Evidence for the Formation of Oxocarbenium Ion Intermediate from Acetals
Saraswathy, V. Geetha,Sankararaman, S.
, p. 4665 - 4670 (2007/10/02)
Aldehydes and acetals were very efficiently converted to acyclic and cyclic dithioacetals in 5 M lithium perchlorate/diethyl ether (LPDE) medium at ambient temperature in high yields.Spectroscopic and other experimental evidences strongly suggest the formation of oxocarbenium ion intermediates from acetals in 5 M LPDE which subsequently reacted with thiols to give the dithioacetals.Under the same conditions ketones and their acetals also reacted, albeit very slowly compared to aldehydes and acetals, to yield dithioacetals.The difference in their reactivity was successfully employed in the chemoselective dithioacetalization of aldehydes and acetals in the presence of ketones and their acetals.The chemoselective dithioacetalization of keto aldehydes has been realized with the keto group remaining intact.The present method offers a convenient, efficient, and neutral medium for the deprotection of acetals to aldehydes and also the chemoselective protection of aldehydes to dithioacetals.
