41570-67-6

Upstream product

• 110-01-0 thiophene 
• 100-39-0 benzyl bromide 

Downstream Products

• 80956-70-3 bromo-2 diphenyl-1,4 epoxy-3,4 butene-1 (cis) 
• 80956-70-3 bromo-2 diphenyl-1,4 epoxy-3,4 butene-1 (trans) 
• 26597-09-1 1r-benzoyl-2c,3t-diphenylcyclopropane 

Relevant academic research and scientific papers

Guanidine bases in synthesis: Extending the scope of the corey-chaykovsky epoxidation

Guanidine bases, such as 1,5,7-triazabicyclo[4.4.0]dec-1-ene (TBD) or 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-1-ene (MTBD), are highly effective reagents for the in situ generation of sulfonium ylides from sulfonium salts in Corey-Chaykovsky epoxidation reactions of aldehydes. These reactions proceed rapidly to produce the corresponding epoxides in excellent yields and with high selectivity for the trans product. Significantly, this reagent combination is applicable to both nonenolizable and enolizable aldehydes and α,β-unsaturated aldehydes.

Photoredox-Catalyzed Alkenylation of Benzylsulfonium Salts

Visible light-mediated radical alkenylation of benzylsulfonium salts was achieved by means of fac-Ir(ppy)3 as a photocatalyst, giving allylbenzenes as products. A variety of functional groups, such as halogen, ester, and cyano, were well tolera

A One-Pot Reaction toward the Diastereoselective Synthesis of Substituted Morpholines

The diastereoselective synthesis of various substituted morpholines has been achieved from vinyloxiranes and amino-alcohols under sequential Pd(0)-catalyzed Tsuji-Trost/Fe(III)-catalyzed heterocyclization. Using the same strategy, 2,6-, 2,5-, and 2,3-disubstituted as well as 2,5,6- and 2,3,5-trisubstituted morpholines were obtained in good to excellent yields and diastereoselectivities.

Asymmetric sulfur-ylide-mediated formal [4+1]-annulation reaction: Scope and mechanism

A formal [4+1]-annulation strategy between sulfur ylides and 1,3-dienes was developed to afford functionalized cyclopentanoids. The process consists of a stereoselective cyclopropanation reaction followed, in situ, by a stereospecific MgI2-cata

Formal Asymmetric (4+1) Annulation Reaction between Sulfur Ylides and 1,3-Dienes

A highly enantioselective synthesis of functionalized cyclopentanoids by a formal asymmetric (4+1) annulation strategy was developed. The methodology consists of a stereoselective cyclopropanation reaction between chiral sulfur ylides and 1,3-dienes follo

HISTONE DEACETYLASE INHIBITORS AND COMPOSITIONS AND METHODS OF USE THEREOF

Provided are certain histone deacetylase (HDAC) inhibitors, compositions thereof, and methods of their use.

Sequential- and tandem-oxidation-epoxidation reactions employing guanidine bases

1,5,7-Triazabicyclo[4.4.0]dec-1-ene (TBD) and 7-methyl-1,5,7- triazabicyclo[4.4.0]dec-1-ene (MTBD) promote the efficient formation of sulfonium ylides from sulfonium salts in the Corey-Chaykovsky epoxidation of aldehydes and provide excellent yields of the corresponding epoxides. This reaction protocol can be further adapted to allow for the development of both sequential and tandem-oxidation-epoxidation protocols from aldehydes generated in situ by manganese dioxide (MnO2) or barium manganate (BaMnO 4) mediated oxidation reactions.

HISTONE DEACETYLASE INHIBITORS AND COMPOSITIONS AND METHODS OF USE THEREOF

Provided are certain histone deacetylase (HDAC) inhibitors of Formula I, compositions thereof, and methods of their use.

The unprecedented reaction of dimethylsulfonium methylide with Michael acceptors: Synthesis of 1-substituted vinyl silanes and styrenes

Rather than the usual cyclopropanation, conditions for an unprecedented elimination reaction from the adduct of dimethylsulfonium methylide and various Michael acceptors have been established leading to functionalized 1-substituted alkenes. In silyl substituted substrates (2a and 2h), where a facile Peterson-type olefination is possible from the adduct; elimination took place instead to give functionalized 1 -substituted vinyl silanes. Aryl substituted Michael acceptors (2b-e, 2g and 2i-k) also underwent a similar kind of olefination to give 1-substituted styrene derivatives with moderate yields along with a side product, which arose by nucleophilic demethylation from the adduct of dimethylsulfonium methylide and arylidene malonates. Hammett studies revealed that selectivity for olefination vs. demethylation increases as the aryl substituent becomes more electron deficient. Alkylidene malonates (2f and 2l) with a β-alkyl substituent did not favour the olefination process. Sequential addition of Michael acceptors and alkyl halides to a mixture of dimethylsulfonium methylide and sodium dimsylate provided olefination followed by alkylation on the active methine group. A mechanistic pathway has been formulated from the studies of a few sulfonium methylides. The Royal Society of Chemistry 2005.

Generation of Sulfur Ylides from Sulfonium Salts and Their Reactions. Comparative Study of Electrochemical Reduction with the Base Method and Mechanism Elucidation by the MO Method

The cathodic reduction of sulfonium salts in acetonitrile in the presence and absence of benzaldehyde was carried out. Results were compared with results of the base method. In the presence of benzaldehyde, the electrochemical reduction gave epoxides as a result of the Corey-Chaykovsky reaction, thus confirming ylide formation. The electrochemical reduction of sulfonium salts without benzaldehyde yielded rearrangement products in high yield. On the contrary, upon base treatment of sulfonium salts without benzaldehyde, symmetrical epoxides derived from the benzyl group of the sulfonium salt are obtained as main products as a result of the auto oxidation of the sulfur ylide. The reaction mechanisms were elucidated based on the results obtained by a semi-empirical molecular orbital method.