133886-43-8

Basic information

• Product Name: 2-tosyl-2,3,3a,4-tetrahydrocyclopenta[c]pyrrol-5(1H)-one
• Synonyms: 2-tosyl-2,3,3a,4-tetrahydrocyclopenta[c]pyrrol-5(1H)-one
• CAS NO: 133886-43-8
• Molecular Formula: C₁₄H₁₅NO₃S
• Molecular Weight: 277
• Mol File: 133886-43-8.mol
• Article Data: 48

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-tosyl-2,3,3a,4-tetrahydrocyclopenta[c]pyrrol-5(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-tosyl-2,3,3a,4-tetrahydrocyclopenta[c]pyrrol-5(1H)-one(133886-43-8)
• EPA Substance Registry System: 2-tosyl-2,3,3a,4-tetrahydrocyclopenta[c]pyrrol-5(1H)-one(133886-43-8)

Safety Data

• Hazardous Substances Data: 133886-43-8(Hazardous Substances Data)

Upstream product

• 201230-82-2 carbon monoxide 
• 133886-40-5 N-tosyl-N-allylpropargylamine 
• 50487-71-3 4-methyl-N-(2-propenyl)benzenesulfonamide 
• 591-87-7 Allyl acetate 
• 55022-46-3 4-methyl-N-prop-2-ynylbenzenesulfonamide 
• 384836-06-0 N-(3-fluoro-2-propenyl)-N-(2-propynyl)tosylamide 
• 317842-50-5 4-methyl-N-(2-oxoethyl)-N-(prop-2-yn-1-yl)benzenesulfonamide 
• 384836-05-9 N-(3,3-difluoro-2-propenyl)-N-(2-propynyl)tosylamide 
• 42268-68-8 allylpropargylamine 
• 98-59-9 p-toluenesulfonyl chloride 
• 15226-74-1 dicobalt octacarbonyl 
• 148573-95-9 hexacarbonyl[N-(prop-2-enyl)-N-μ-(η2:η2-prop-2-ynyl)-p-toluenesulfonamide]dicobalt(O) 
• 40754-33-4 hexacarbonyl[-[(3,4-:3,4-)-2-methyl-3-butyn-2-ol]]dicobalt 

Relevant articles and documents

Thermal promotion of the cobalt catalyzed intramolecular Pauson-Khand reaction - An alternative experimental protocol for cyclopentenone synthesis

Heat alone has been found sufficient to promote intramolecular Pauson- Khand cyclizations catalyzed by high purity Co2(CO)8. The existence of a very narrow thermal window (e.g., 60 °C - 70 °C) for the attainment of efficient catalysi

One pot preparation of bicyclopentenones from propargyl malonates (and propargylsulfonamides) and allylic acetates by a tandem action of catalysts [8]

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Catalyst precursors for the catalytic Pauson-Khand reaction

Dicobalt hexacarbonyl complexes of enynes serve as Co2(CO)8 surrogates for the intramolecular Pauson-Khand cycloaddition. Enynes with polar functional groups allow for easy separation of the catalyst cyclopentenone by-product (acid o

Hexacarbonyidicobalt-alkyne complexes as convenient Co2(Co)8 surrogates in the catalytic Pauson-Khand reaction

Selected hexacarbonyldicobalt-alkyne complexes have been found to serve as convenient substitutes for the labile Co2(CO)8 in thermal, catalytic Pauson-Khand reactions.

Cobalt carbonyl-mediated carbocyclizations of enynes: Generation of bicyclooctanones or monocyclic alkenes

Depending on the thermolytic conditions, dicobalthexacarbonyl-complexed enynes underwent cyclizations to provide different carbocyclic frameworks. Bicyclopentanones were formed from enyne-Co2(CO)6 complexes, or from enynes that were treated with Co2(CO)8, or more effectively, with Co4(CO)12 in an alcoholic solvent under a H2 or N2 atmosphere. This transformation proceeded via a sequential cyclocarbonylation and 1,4-reduction and is the first account using the cobalt carbonyl cluster. Under these conditions a cobalt hydride was presumably generated, which mediated reduction of the enone to the saturated ketone. In contrast, thermolysis of dicobalthexacarbonyl-complexed enynes under a hydrogen atmosphere in toluene resulted in their reductive cyclization to form monocyclic alkenes in moderate yields, in addition to the bicyclopentenone product. In some cases, addition of a hydrosilane to the reaction induced a complete suppression of the bicyclopentenone formation. While the former results demonstrate a reaction that occurs after the cycloaddition, the latter depicts another example of an interruption of the normal route in the Pauson-Khand reaction pathway.

Photochemical promotion of the intramolecular pauson - Khand Reaction. a new experimental protocol for cobalt-catalyzed [2 + 2 + 1] cycloadditions

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New odourless protocols for efficient Pauson-Khand annulations

An inexpensive and commercially available odourless additive, dodecyl methyl sulflde, has been shown to be a highly effective promoter in the Pauson-Khand cyclisation of both intra- and intermolecular substrates, affording good to excellent yields of cycl

A catalytic scalable Pauson-Khand reaction in a plug flow reactor

A catalytic, scalable intra- and intermolecular Pauson-Khand reaction protocol using generally 5 mol% of Co2(CO)8 as the catalyst in a plug flow reactor (PFR) is shown.

CoBr2-TMTU-zinc catalysed-Pauson-Khand reaction

A cobalt-TMTU complex, derived from the in situ reduction of CoBr 2 with Zn in the presence of TMTU, can catalyze Pauson-Khand reaction at a balloon pressure of CO, which enables the synthesis of structurally diverse cyclopentenones. This catal