139599-68-1

Upstream product

• 931-59-9 benzenesulfenyl chloride 
• 108-98-5 thiophenol 
• 81395-26-8 1-[(benzyloxy)methyl]-3-methoxybenzene 
• 6971-51-3 3-methoxybenzyl alcohol 
• 882-33-7 diphenyldisulfane 
• 1193-82-4 racemic methyl phenyl sulfoxide 
• 36282-40-3 (3-methoxyphenyl)magnesium bromide 
• 100-68-5 methyl-phenyl-thioether 
• 874-98-6 1-bromomethyl-3-methoxybenzene 
• 824-98-6 m-methoxybenzyl chloride 

Downstream Products

• 129527-29-3 1-(Benzenesulfonyl-bis-methylsulfanyl-methyl)-3-methoxy-benzene 
• 129527-22-6 1-(Benzenesulfonyl-methylsulfanyl-methyl)-3-methoxy-benzene 
• 124236-83-5 (RS,SR)-1-(3'-methoxyphenyl)ethyl phenyl sulfoxide 
• 124236-83-5 (RS,RS)-1-(3'-methoxyphenyl)ethyl phenyl sulfoxide 
• 36707-27-4 1,2-bis(3-methoxyphenyl)ethane 
• 882-33-7 diphenyldisulfane 
• 139-66-2 diphenyl sulfide 
• 591-31-1 3-methoxy-benzaldehyde 
• 100-84-5 1-methoxy-3-methyl-benzene 
• 139599-69-2 1-methoxyl-3-((phenylsulfinyl)methyl)benzene 
• 129527-19-1 1-methoxy-3-((phenylsulfonyl)methyl)benzene 

Relevant academic research and scientific papers

Intermolecular Pummerer Coupling with Carbon Nucleophiles in Non-Electrophilic Media

A new Pummerer-type C?C coupling protocol is introduced based on turbo-organomagnesium amides, which unlike traditional Pummerer reactions, does not require strong electrophilic activators, engages a broad range of C(sp3)-, C(sp2)-, and C(sp)-nucleophiles, and seamlessly integrates with C?H and C?X magnesiation. Given the central character of sulfur compounds in organic chemistry, this protocol allows access to unrelated carbonyls, olefins, organometallics, halides, and boronic esters through a single strategy.

Iodine-mediated thioetherification of alcohols with disulfides or NaSh under microwave irradiation

An efficient and novel method for the thioetherification of an alcohol with disulfides or NaSH under microwave irradiation is presented. In the presence of iodine, a variety of alcohols were smoothly S-alkylated with disulfides or NaSH to give the corresponding thioethers in moderate to excellent yields. Copyright

Unusual cleavage of ethers by thiophenol on the surface of silica gel impregnated with indium(III) chloride under microwave irradiation: Efficient procedure for the synthesis of thioethers through transthioetherification

Cyclic and open-chain benzylic ethers undergo cleavage by thiophenol on the surface of silica gel impregnated with indium(III) chloride under microwave irradiation to produce the corresponding di- and monothioethers.

Co-C bond cleavage in the reactions of alkyl, benzyl and heteroaromaticmethyl cobaloximes with arene sulfenyl chloride: Homolytic and heterolytic pathways

The reactions of arene sulfenyl chlorides, ArSCl, (Ar=Ph, C6Cl5, 2,4 (NO2)2C6H3) with organocobaloximes, RCo(dmgH)2Py, (R=alkyl, benzyl and heteroaromaticmethyl) were carried out under thermal and photochemical conditions. A variety of organic and organometallic products are formed depending upon the substrate cobaloxime. For 3-methoxybenzyl and heteroaromaticmethyl cobaloximes the results suggest that they represent a unique class of cobaloximes whereby both the aromatic ring as well as the Co-C bond are highly activated towards attack by the arene sulfenyl chloride. Both homolytic as well as heterolytic pathways are operative.

Photocleavage of Benzyl-Sulfide Bonds

The nucleoside transport inhibitor 6--9-(β-D-ribofuranosyl)purine, NBMPR, has been used successfully in photoaffinity labeling.We have studied the mechanism for photocleavage of the benzyl-sulfur bond by using substituted benzyl phenyl sulfides as analogues of NBMPR.This has enabled us to enhance the photoreactivity of the benzyl-sulfur bond.We have also performed "radical clock" studies with a hexenyl side chain to trap reactive intermediates.The mechanistic interpretation from the substituent and side chain studies is that the benzyl-sulfur moiety is photocleaved via a homolytic pathway.

The Structure and Function of Estrogens. XI. Synthesis of (+/-)-7(8->11α)abeo-Estradiol and its 9,11-Didehydro Derivative

Two approaches to the synthesis of (+/-)-7(8->11α)abeo-estra-1,3,5(10)triene-3,17β-diol (2a) from (+/-)-1β-t-butoxy-7aβ-methyl-2,3,3aα,6,7,7a-hexahydro-1H-inden-5(4H)-one (11) were studied.A pathway involving 6-alkylation of (11) with 2-(3'-methoxyphenyl)ethyl halides or sulfonate esters was unsuccessful, but conjugate addition of 3-methoxybenzyl nucleophiles with (+/-)-1β-t-butoxy-7aβ-methyl-6-methylene-2,3,3aα,6,7,7a-hexahydro-1H-inden-5(4H)-one (18), prepared from (11), led to (+/-)-1β-t-butoxy-6α--7aβ-methyl-2,3,3aα,6,7,7a-hexahydro-1H-inden-5(4H)-one (10a).Acid-catalyzed cyclization of (10a) afforded (+/-)-17β-t-butoxy-3-methoxy-7(8->11)abeo-estra-1,3,5(10),9(11)-tetraene (29) which upon lithium/ammonia reduction in the presence of diphenylmethane gave (+/-)-17β-t-butoxy-3-methoxy-7(8->11α)abeo-estra-1,3,5(10)-triene (31).Deprotection of (31) and (29) afforded (+/-)-7(8->11α)abeo-estra-1,3,5(10)-triene-3,17β-diol (2a) and (+/-)-7(8->11)abeo-estra-1,3,5(10),9(11)-tetraene-3,17β-diol (32), respectively. Alternatively, reaction of (+/-)-1β-t-butoxy-7aβ-methyl-6-methylene-2,3,3aα,6,7,7a-hexahydro-1H-inden-5(4H)-one (18) with 3-methoxybenzyl phenyl sulfoxide (23a) gave (1RS,3'SR,2RS,3a'SR,7a'SR)-3'-t-butoxy-2-(3''-methoxyphenyl)-3a'-methyl-2',3',3a',4',7',7a'-hexahydrospiroinden>-6'(1'H)-one (26), reductive cleavage of which with lithium/ammonia afforded (10a). The relative stereochemistries of (31) and of the spiro cyclopropyl ketone intermediate (26) were established unambiguously by X-ray crystallography.