36047-17-3

Upstream product

• 31952-17-7 5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-3-ol 
• 141-79-7 4-methyl-pent-3-en-2-one 
• 92249-36-0 5,5-dimethyl-3-oxocyclohex-1-en-1-yl 4-nitrobenzenesulfonate 
• 98-80-6 phenylboronic acid 
• 126-81-8 dimedone 
• 1411539-75-7 5,5-dimethyl-3-oxocyclohex-1-en-1-yl pivalate 
• 18369-65-8 3-acetyloxy-5,5-dimethyl-2-cyclohexenone 
• 108-86-1 bromobenzene 
• 497959-45-2 1-(4,4,5,5-tetramethyl-1,3,2- dioxaborolan-2-yl)-5,5-dimethylcyclohex-1-en-3-one 
• 4683-45-8 3-methoxy-5,5-dimethyl-cyclohex-2-enone 
• 100-58-3 phenylmagnesium bromide 
• 15466-96-3 3-isobutoxy-5,5-dimethylcyclohex-2-en-1-one 
• 591-51-5 phenyllithium 
• 100-59-4 phenylmagnesium chloride 

Downstream Products

• 31952-17-7 5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-3-ol 
• 72035-61-1 2,2-Dimethyl-3-phenyl-2,2a-dihydro-1H-cyclobuta[a]naphthalen-8b-ol 
• 58926-21-9 6,6-dimethyl-2,4-diphenylcyclohexa-1,3-diene 
• 106144-82-5 (5,5-Dimethyl-3-propa-1,2-dienyloxy-cyclohex-1-enyl)-benzene 
• 72035-78-0 8b-Methoxy-2,2-dimethyl-3-phenyl-1,2,2a,8b-tetrahydro-cyclobuta[a]naphthalene 
• 72035-93-9 1-(2-Methyl-allyl)-3-phenyl-naphthalene 
• 72035-83-7 1-(2-Methyl-propenyl)-3-phenyl-naphthalene 
• 77729-40-9 4,4-dimethyl-6-phenylhexahydroazepin-2-one 
• 77729-29-4 4,4-dimethyl-6-phenyl-2,3,4,5-tetrahydro-1H-azepin-2-one 
• 77729-39-6 6,6-dimethyl-4-phenylhexahydroazepin-2-one 
• 77729-30-7 6,6-dimethyl-4-phenyl-2,5,6,7-tetrahydro-1H-azepin-2-one 
• 108946-87-8 6-hydroxy-5,5-dimethyl-3-phenyl-2-cyclohexen-1-one 
• 21152-25-0 3,3-dimethyl-5-phenyl-cyclohexanone 
• 29339-45-5 3-(p-nitrophenyl)-5,5-dimethyl-2-cyclohexen-1-one 

Relevant academic research and scientific papers

An evaluation of palladium-based catalysts for the base-free borylation of alkenyl carboxylates

Synthesis of organoboron derivatives is a key application of catalytic cross-coupling, with the Pd-catalyzed Miyaura borylation among the most versatile methods available. We have evaluated several Pd-based systems for borylation of alkenyl acetates and p

C-O Bond Activation as a Strategy in Palladium-Catalyzed Cross-Coupling

The activation of strong C-O bonds in cross-coupling catalysis can open up new oxygenate-based feedstocks and building blocks for complex-molecule synthesis. Although Ni catalysis has been the major focus for cross-coupling of carboxylate-based electrophiles, we recently demonstrated that palladium catalyzes not only difficult C-O oxidative additions but also Suzuki-Type cross-couplings of alkenyl carboxylates under mild conditions. We propose that, depending on the reaction conditions, either a typical Pd(0)/(II) mechanism or a redox-neutral Pd(II)-only mechanism can operate. In the latter pathway, C-C bond formation occurs through carbopalladation of the alkene, and C-O cleavage by β-carboxyl elimination. 1 Introduction 2 A Mechanistic Challenge: Activating Strong C-O Bonds 3 Exploiting Vinylogy for C-Cl and C-O Oxidative Additions 4 An Alternative Mechanism for Efficient Cross-Coupling Catalysis 5 Conclusions and Outlook.

Palladium-Catalyzed Cross-Coupling of Alkenyl Carboxylates

Carboxylate esters have many desirable features as electrophiles for catalytic cross-coupling: they are easy to access, robust during multistep synthesis, and mass-efficient in coupling reactions. Alkenyl carboxylates, a class of readily prepared non-aromatic electrophiles, remain difficult to functionalize through cross-coupling. We demonstrate that Pd catalysis is effective for coupling electron-deficient alkenyl carboxylates with arylboronic acids in the absence of base or oxidants. Furthermore, these reactions can proceed by two distinct mechanisms for C?O bond activation. A Pd0/II catalytic cycle is viable when using a Pd0 precatalyst, with turnover-limiting C?O oxidative addition; however, an alternative pathway that involves alkene carbopalladation and β-carboxyl elimination is proposed for PdII precatalysts. This work provides a clear path toward engaging myriad oxygen-based electrophiles in Pd-catalyzed cross-coupling.

Total synthesis of (+)-ar -macrocarpene

This report features the first catalytic asymmetric total synthesis of a sesquiterpene, (+)-ar-macrocarpene (1), in 7 steps with 42.1% overall yields from commercially available inexpensive 5,5-dimethylcyclohexane 1,3-dione. This strategy relies on a key [3,3]-sigmatropic rearrangement effecting reductive transposition through allylic diazene rearrangement (ADR) in a single step from intermediate allylic alcohol (+)-12 under the Mitsunobu reaction conditions with o-nitrobenzenesulfonyl hydrazide (o-NBSH). Enantioselective reduction of α-bromo vinylogous ester 16 under the Corey-Bakshi-Shibata reduction conditions forges the required stereocenter in the allylic alcohol (+)-12 in a highly enantioenriched manner (95% ee).

Arene Trifunctionalization with Highly Fused Ring Systems through a Domino Aryne Nucleophilic and Diels–Alder Cascade

A convenient and efficient domino aryne process was developed under transition-metal-free conditions to generate a range of tetra- and pentacyclic ring systems. This transformation was realized via a 1,2-benzdiyne through a nucleophilic and Diels–Alder reaction cascade using styrene as the diene moiety. Three new chemical bonds, namely one C?N and two C?C bonds, and two benzofused rings could be constructed concomitantly, which was made possible by distinct chemoselective control at both the 1,2-aryne and 2,3-aryne stages. Moreover, in-depth studies were carried out on the domino aryne precursors and controlling the diastereoselectivity.

ANTICONVULSANT COMPOUNDS

The present application relates to compounds and methods for reducing the severity of convulsant activity or epileptic seizures, or for the treatment of chronic or acute pain.

Synthesis of β-Substituted Cyclic Enones via Phosphonium Salt-Activated, Palladium-Catalyzed Cross-Coupling of Cyclic 1,3-Diones

Phosphonium salt-activated, Pd-catalyzed Suzuki-Miyaura and Sonogashira cross-coupling reactions of cyclic 1,3-diones in the synthesis of β-substituted cyclic enones are described. These transformations exhibit good isolated yield and high generality with respect to both substrates and coupling partners. Extension of the substrate scope to cyclic 1,3-dione equivalents, such as 2-cyanocyclohexanone (4), is also briefly examined.

Handy Protocols using Vinyl Nosylates in Suzuki-Miyaura Cross-Coupling Reactions

Vinyl nosylates derived from 1,3-dicarbonyl compounds could be engaged in Suzuki-Myaura cross coupling reactions with aryl-, vinyl- and methylboronic acids or trifluoborate derivatives at room temperature in the presence of 2mol% of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) [PdCl2(dppf)]. One-pot procedures have been set up for practical and efficient nosylation-cross-coupling reactions. Nosylate, as a cheap novel pseudo-halide, gives very stable compounds and is very efficient in Suzuki-Myaura cross coupling reactions (21 examples, 44-99%).

Vinyl nosylates: An ideal partner for palladium-catalyzed cross-coupling reactions

In a hurry to leave! Nosylates act as an excellent leaving group in various palladium-catalyzed cross-couplings, such as Suzuki, Stille, Heck, and Sonogashira reactions (see scheme). Crystalline, stable, and cheap vinyl and aryl nosylates proved better th

Novel cross-coupling reactions between organotellurides and Grignard reagents employing a MnCl2/CuI catalytic system

We present a general protocol for the cross-coupling reaction of Grignard reagents and organic tellurides. Aryl Grignard reagents react stereospecifically with vinyl tellurides in the presence of a catalytic amount of manganese (II) chloride and copper (I) iodide to produce good yields of the corresponding cross-coupling products.