3846-66-0

Usage

InChI:InChI=1/C12H16/c1-12(2,3)10-9-11-7-5-4-6-8-11/h4-10H,1-3H3/b10-9+

Upstream product

• 140-10-3 (E)-3-phenylacrylic acid 
• 75-24-1 trimethylaluminum 
• 3740-05-4 (Z)-1-(3,3-dimethylbut-1-enyl)benzene 
• 100-42-5 styrene 
• 677-22-5 tert-butylmagnesium chloride 
• 917-64-6 methyl magnesium iodide 
• 107389-59-3 (E)-1-(2-Methyl-1,3-dithiolan-2-yl)-2-phenylethene 
• 75-77-4 chloro-trimethyl-silane 
• 14371-19-8 cis-β-methoxystyrene 
• 594-19-4 tert.-butyl lithium 
• 16212-06-9 phenyl styryl sulfone 
• 38442-51-2 tert-butylmercury chloride 
• 591-50-4 iodobenzene 
• 95835-72-6 (CH₃)3CCHCHB(OCH(CH₃)2)2 

Downstream Products

• 23586-64-3 (3,3-dimethylbut-1-ene-1,1-diyl)dibenzene 
• 181132-55-8 1-deuterio-3,3-dimethyl-1-phenyl-1-butene 
• 23586-62-1 (Z)-1-deuterio-3,3-dimethyl-1-phenyl-1-butene 
• 125315-95-9 (E)-(1-iodo-3,3-dimethylbut-1-en-1-yl)benzene 
• 125315-96-0 (Z)-(3,3-Dimethyl-1-iodo-1-butenyl)benzene 
• 1321204-48-1 5,5-dimethyl-3-phenyl-3-hexene-2-ol 
• 17314-92-0 (3,3-dimethylbutyl)benzene 
• 1325730-32-2 (S)-2-(3,3-dimethyl-1-phenylbutyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 139556-26-6 (-)-(S)-3,3-dimethyl-1-phenyl-butan-1-ol 
• 131792-84-2 (E)-2,3,3-Trimethyl-1-phenyl-1-butene 
• 3854-53-3 2,2-Dimethyl-3-benzyl-buten-⁽³⁾ 
• 14198-16-4 1-Methylsulfinyl-3-phenyl-2-tert.butyl-propan 
• 33119-75-4 2-Brom-3,3-dimethyl-1-phenyl-1-butanon 

Relevant academic research and scientific papers

Catalytic C=N bond formation by metal-imide-mediated imine metathesis

Molybdenum bis(imide) complexes of the general formula (DME)Cl2Mo(=NR)2 catalytically metathesize acyclic imine substrates. This C=N bond-forming reaction has significant implications for the synthesis of small molecules by ring-closing metathesis and polymers by ring-opening metathesis. A series of closely related =NR transfer reactions were examined in an effort to fully understand the process. (RO)2Mo(=CHR')(=NAr) (1a, Ar = 2,6-diisopropylphenyl in all cases; R = C(CF3)2CH3) underwent alkylidene/imine exchange with a variety of imines in situ to give a mixed bis(imide) product and an olefin. The reactivity decreased if the alkoxide substituents were changed for more electron donating ones. (DME)Cl2Mo(=NR)2 (3a, R = 2,6-diisopropylphenyl; 4, R = t-Bu) reacted with imines in an imide/imine metathesis to give mixed bis(imide) complexes and new imines. The reaction rates depended strongly on the steric demands of the imide NR substituent. Replacement of the chlorides with more electron donating alkoxide ligands inhibited the reactions. Compounds 3a and 4 also exchanged imide ligands with each other (imide/imide metathesis). Finally, compounds 3a and 4 were found to catalytically metathesize mixtures of two imines at 80 °C in 105 and 22 h, respectively. It was established that the reaction is mediated by the presence of unique initiation products in catalytic mixtures. A catalytic cycle is proposed and the nature of the mechanism is discussed in terms of the data gathered on all of the metatheses.

A Solid-Phase Assisted Flow Approach to In Situ Wittig-Type Olefination Coupling

Described herein is the development of a continuous flow, solid-phase triphenylphosphine (PS-PPh3) assisted protocol to facilitate the in situ coupling of reciprocal pairs of halogen and carbonyl functionalised molecular pairs by a Wittig olefination within 15 mins. The protocol entails injecting a single solution (1 : 1 CHCl3 : EtOH) containing the halogenated and carbonyl-based substrates into a continuously flowing stream of CHCl3 : EtOH (1 : 1), passed through a fixed bed of K2CO3 and PS-PPh3. With advancement to the previous PS-PPh3 coupling procedures, the method employs a traditional polystyrene-based immobilisation matrix, the substrate scope of the protocol extended to substituted ketones, secondary alkyl chlorides, and an unprotected maleimide scaffold.

Reductive Difunctionalization of Aryl Alkenes with Sodium Metal and Reduction-Resistant Alkoxy-Substituted Electrophiles

A general method for alkali-metal-promoted reductive difunctionalization of alkenes has been developed by means of reduction-resistant alkoxy-substituted electrophiles. A series of 1,2-diboration and 1,2-dicarbofunctionalization products can be synthesize

Method for synthesizing trans-olefin compound

The invention discloses a trans-olefin compound synthesis method, which comprises: carrying out a heating reaction on an alkyne compound represented by a general formula (I), a reducing agent and a solvent to obtain a trans-olefin compound represented by a general formula (II), wherein the synthesis route is as follows: R1 and R2 are independently selected from hydrogen, alkyl, cycloalkyl or aryl;wherein the reducing agent is a sulfur-containing compound and is selected from at least one of thioacetamide, N,N-dimethyl dithiocarbamate dimethyl ammonium salt, dimethyl amino sodium dithioformatedihydrate, potassium ethyl xanthate and potassium isopropyl xanthate. According to the method, a cheap, efficient and safe reducing agent is utilized to realize high-selectivity reduction of alkyne to prepare trans-olefin under the condition of no transition metal catalysis, so that the method is simple and easy to implement, wide in substrate application range and easy to realize industrialization.

Generation of Alkyl Radical through Direct Excitation of Boracene-Based Alkylborate

The generation of tertiary, secondary, and primary alkyl radicals has been achieved by the direct visible-light excitation of a boracene-based alkylborate. This system is based on the photophysical properties of the organoboron molecule. The protocol is applicable to decyanoalkylation, Giese addition, and nickel-catalyzed carbon-carbon bond formations such as alkyl-aryl cross-coupling or vicinal alkylarylation of alkenes, enabling the introduction of various C(sp3) fragments to organic molecules.

Stereo-controlledanti-hydromagnesiation of aryl alkynes by magnesium hydrides

A concise protocol foranti-hydromagnesiation of aryl alkynes was established using 1?:?1 molar combination of sodium hydride (NaH) and magnesium iodide (MgI2) without the aid of any transition metal catalysts. The resulting alkenylmagnesium intermediates could be trapped with a series of electrophiles, thus providing facile accesses to stereochemically well-defined functionalized alkenes. Mechanistic studies by experimental and theoretical approaches imply that polar hydride addition from magnesium hydride (MgH2) is responsible for the process.

Mechanochemical Oxidative Heck Coupling of Activated and Unactivated Alkenes: A Chemo-, Regio- and Stereo-Controlled Synthesis of Alkenylbenzenes

In this work, we present an efficient mechanochemical strategy for chemo-, regio- and stereo-selective oxidative Heck coupling of readily accessible arylboron reagents/heteroaromatics with cyclic and acyclic olefins. Mono- and bis-arylation were achieved without the need of ligands, directing groups or prefunctionalized alkenes, and the reaction chemo-selectivity could be controlled by tuning of the oxidative system. This protocol offers the synthesis of alkenylbenzenes in broad substrate scope, satisfactory yields and excellent selectivity even in the gram scale. (Figure presented.).

Preparation method of inactive alkene aryl compound

The invention discloses a preparation method of an inactive alkene aryl compound. The preparation method comprises steps as follows: arylboronic acid and inactive alkene are taken as raw materials andsubjected to an oxidization Heck reaction with a mechan

Xanthate-mediated synthesis of (E)-alkenes by semi-hydrogenation of alkynes using water as the hydrogen donor

Semi-hydrogenation of alkynes is one of the most widely used methods for obtaining alkenes in laboratory preparation and in industry. Transition metal catalysts have been extensively studied for this transformation, but the tolerance of functional groups, such as pyridine,-OH,-NH2,-Bpin, and halides, and the toxicity of the trace amount of transition metal catalysts are still highly challenging. In this study, we report a general and robust strategy to achieve the semi-hydrogenation of alkynes using inexpensive and commercially available xanthate as the mediator. Mechanism studies support a non-radical process and H2O acts as the hydrogen donor.

Heck Reaction of Electronically Diverse Tertiary Alkyl Halides

The efficient Pd-catalyzed Heck reaction of diverse tertiary alkyl halides with alkenes has been developed. Unactivated tertiary alkyl halides efficiently react at room temperature under visible light irradiation with no exogenous photosensitizers required. For activated tertiary alkyl halides, the same catalytic system works well without light. These methods offer a general access to electronically diverse alkenes possessing quaternary and functionalized tertiary allylic carbon centers. The substituents at these centers include alkyl-, carbalkoxy-, tosyl-, phosphonyl-, and boronate groups. It was also shown that the end-game mechanism of this transformation may vary depending on the type of the substrates used.