152453-97-9

Upstream product

• 152453-96-8 N-(2-formylethyl)-N-(3-propynyl)-p-toluenesulfonamide 
• 55022-46-3 4-methyl-N-prop-2-ynylbenzenesulfonamide 
• 5162-44-7 1-bromo-4-butene 
• 18303-04-3 N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide 
• 70-55-3 toluene-4-sulfonamide 
• 189031-66-1 N-(tert-butoxycarbonyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide 
• 762-72-1 allyl-trimethyl-silane 
• 18773-54-1 4-methyl-N,N-diprop-2-ynylbenzenesulfonamide 
• 40671-34-9 4-methanesulfonyloxy-1-butene 
• 152453-95-7 N-(3-((tert-butyldimethylsilyl)oxy)propyl)-4-methyl-N-(prop-2-yn-1-yl)benzenesulfonamide 
• 187887-01-0 N-(3-hydroxypropyl)-4-methyl-N-prop-2-ynylbenzenesulfonamide 

Downstream Products

• 680577-25-7 N-p-toluenesulfonyl-3-vinyl-1,2,5,6-tetrahydropyridine 
• 845778-00-9 2-(toluene-4-sulfonyl)-1,2,3,4,4a,5-hexahydro-[2]pyrindin-6-one 
• 1096704-19-6 N-(but-3-enyl)-4-methyl-N-(5-phenylpenta-2,4-diynyl)-benzenesulfonamide 
• 1258311-51-1 N-(but-3-en-1-yl)-N-(4-hydroxypent-2-yn-1-yl)-4-methylbenzenesulfonamide 
• 1347759-85-6 N,N'-di-p-toluenesulfonyl-3,7-diazabicyclo[4.3.0]non-9-ene 
• 1347759-86-7 N-p-toluenesulfonyl-N'-p-nitrobenzenesulfonyl-3,7-diazabicyclo[4.3.0]non-9-ene 
• 1403870-57-4 3-methylene-4-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methyl)-1-tosylpiperidine 

Relevant academic research and scientific papers

Low-valent dialkoxytitanium(ii): a useful tool for the synthesis of functionalized seven-membered ring compounds

Herein, we describe unprecedented access to all-carbon or heterocyclic seven-membered ring frameworks from 1,8-ene-ynes promoted by inexpensive low-valent titanium(ii) species, readily available from Ti(OiPr)4and Grignard reagent. A broad range of cycloheptane, azepane or oxepane derivatives has been obtained (19 examples) with moderate to good yields and an excellent selectivity (up to 95/5 d.r.).

Palladium-catalyzed intermolecular [4 + 2] formal cycloaddition with (Z)-3-iodo allylic nucleophiles and allenamides

A highly chemo- and regioselective [4 + 2] formal cycloaddition of (Z)-3-iodo allylic nucleophiles and allenamides catalyzed by palladium is reported. The methodology proceeds under mild reaction conditions and is tolerant of alkyl and aryl functional groups. The SN2′ substitution at the proximal C═C bond performed against the Heck or SN2 pathway delivered a variety of 2-amino-dihydropyrans and 2-amino-tetrahydropiperidines in moderate to satisfactory yields. The [4 + 2] formal cycloaddition derivatives are convertible to interesting scaffolds 2,6,7,7a-tetrahydropyrano[2,3-b]pyrrole and 2,6,7,7a-tetrahydro-1H-pyrrolo[2,3-b]pyridine derivatives via ring-closing metathesis (RCM) with Grubbs catalyst II.

Rhodium(i)-catalyzed vinylation/[2 + 1] carbocyclization of 1,6-enynes with α-diazocarbonyl compounds

A sequential Rh(i)-catalyzed vinylation/[2 + 1]carbocyclization between enynes and diazo compounds has been developed. This transformation features a wide range of enynes and acceptor/acceptor diazo compounds, providing easy access to versatile vinyl-substituted azabicyclo[3.1.0]hexanes having a broad tolerance to functional groups.

Ni-Catalyzed Cyclization of Enynes and Alkynylboronates: Atom-Economical Synthesis of Boryl-1,4-dienes

We report a novel atom-economical Ni-catalyzed cyclization reaction of enynes with alkynylboronates. The reaction employs a non-expensive Ni salt, a phosphine-based ligand and easy-handling alkynylboronates as boron–carbon source. The reaction provides co

Interruption of Formal Schmidt Rearrangement/Hosomi-Sakurai Reaction of Vinyl Azides with Allyl/Propargylsilanes

An interrupted Schmidt rearrangement/Hosomi-Sakurai reaction of N-tosyl and S-substituted vinyl azides is reported. With BF3·Et2O as a Lewis acid promoter, the denitrogenative fragmentation of vinyl azides facilitates the generation of the N/S-stabilized carbocations, which further undergo nucleophilic addition by allyl/propargylsilanes for C-C bond formation. As a result, a variety of homoallylic/allenylic amines can be afforded in good yields under mild reaction conditions with well-defined functional-group tolerance.

A strategic approach to [6,6]-bicyclic lactones: Application towards the CD fragment of DHβE

We report an effective synthetic protocol to access [6,6]-bicyclic lactone moieties through a regio- and stereoselective intramolecular Mizoroki–Heck cross-coupling reaction followed by a 6π-electrocyclization. This method enabled the first synthesis of t

Pd-catalyzed borylative cyclisation of 1,7-enynes

Reaction of a variety of 1,7-enynes with bis(pinacolato) diboron catalysed by Pd bis(trifluoroacetate) affords homoallylic and allylic boronates containing a six membered carbo- or heterocycle, by formation of C-C and C-B bonds

An efficient, overall [4+1] cycloadditon of 1,3-dienes and nitrene precursors

Intermolecular cycloadditions of conjugated dienes and nitrene precursors usually produce aziridines. A generally useful method was lacking to directly provide the [4+1] cycloadducts, 3-pyrrolines. We have realized this transformation by using an uniquely active catalyst, copper(II) 1,1,1,5,5,5-hexafluoroacetylacetonate ([Cu(hfacac)2]). The method is applicable to a wide array of dienes with good yields. When 1,4-disubsituted dienes are used as substrates, good-to-excellent cis or trans selectivity can be obtained. Interestingly, the cis or trans preference depends on the nature of the substituents, rather than diene geometry. Mechanistic studies reveal that the [4+1] cycloaddition proceeds through diene aziridination and subsequent ring expansion. Among common copper catalysts, only [Cu(hfacac)2] can efficiently catalyze both steps, which explains the unique efficiency of the catalyst.

Iridium-mediated isomerization-cyclization of bicyclic Pauson-Khand derived allylic alcohols

(Chemical Equation Presented) Treatment of 2-(toluene-4-sulfonyl)-2,3,4,4a, 5,6-hexahydro-1H-[2]pyrindin-6-ol 10, accessed from the diastereoselective Luche reduction of a Pauson-Khand derived bicylic cyclopentenone, with a catalytic amount of (1,5-cycloo

NEW SYNTHESIS OF PIPERIDINE DERIVATIVES VIA THE CHROMACYCLOBUTANE

Piperidine derivatives were synthesized from the enynes and Fischer chromium carbene complex via chromacyclobutanes in moderate yields and the reaction course was controlled by the substituents on the double bond of the enynes.