214116-83-3

Upstream product

• 7333-63-3 4-bromobutylphosphonium bromide 
• 90-98-2 4,4'-Dichlorobenzophenone 
• 14633-95-5 triphenylphosphonium cyclopropylide 
• 3607-17-8 3-bromopropyltriphenylphosphonium bromide 

Downstream Products

• 698389-76-3 2,4-diiodo-1,1-bis(4-chlorophenyl)but-1-ene 
• 92854-06-3 4,4'-(buta-1,3-diene-1,1-diyl)bis(chlorobenzene) 
• 835903-38-3 C₂₈H₂₂Cl₂Se₂ 
• 1198091-43-8 C₃₁H₂₆Cl₂O₂ 
• 1198091-72-3 C₃₁H₂₆Cl₂O₂ 

Relevant academic research and scientific papers

Highly Enantioselective Construction of Strained Spiro[2,3]hexanes through a Michael Addition/Ring Expansion/Cyclization Cascade

We herein report a general organocatalytic enantioselective strategy for the construction of highly strained spiro[2,3]hexane skeletons from methylenecyclopropanes and a broad selection of α,β-unsaturated aldehydes. The reaction proceeds through a Michael addition followed by ring expansion of methylenecyclopropanes and nucleophilic attack of an enamine to realize the construction of spiro[2,3]hexanes. Key to the success of this approach are the utilization of an electron-deficient difluoro-substituted secondary amine catalyst and the intrinsic reactivity of methylenecyclopropanes.

Transition Metal-Free Difunctionalization of C?C Bond with Sodium Sulfinates and Water Leading to (E)-1-Phenyl-4-sulfonylbut-1-enes

Without using any transitionmetal and base, an eco-friendly, practical and economical protocol has been established for the one-pot synthesis of diverse (E)-1-phenyl-4-sulfonylbut-1-enes from easily accessible starting materials. This strategy features a wide substrate scope, tolerates a broad range of functional groups, employs a less expensive oxidant, is operationally simple, and can be easily scaled-up. (Figure presented.).

Visible-Light-Catalyzed C-C Bond Difunctionalization of Methylenecyclopropanes with Sulfonyl Chlorides for the Synthesis of 3-Sulfonyl-1,2-dihydronaphthalenes

A novel visible-light-catalyzed sulfonylation/arylation of carbon-carbon σ-bond with sulfonyl chlorides for the synthesis of 3-sulfonylated 1,2-dihydronaphthalenes is developed. This difunctionalization proceeds via a sequence of C=C bond sulfonylation, C-C σ-bond cleavage, and intramolecular cyclization, and the experiment result shows that the C-C σ-bond difunctionalization reaction includes a radical process. This strategy provides a simple and convenient route for difunctionalization of C-C bonds with an aromatic carbon and a sulfonyl radical by one-pot construction of a C-S bond and a new C-C bond.

Visible-Light-Induced Aza-Pinacol Rearrangement: Ring Expansion of Alkylidenecyclopropanes

A novel visible-light-induced aza-pinacol rearrangement was developed for the first time. In this approach, the addition of the N-centered radical to the C=C bond of alkylidenecyclopropanes delivers a variety of cyclobutanimines and γ-butyrolactones, with

Organoselenium-Catalyzed Oxidative Ring Expansion of Methylenecyclopropanes with Hydrogen Peroxide

Catalyst screening and optimization of reaction conditions allowed control of the organoselenium-catalyzed oxidative ring expansion of highly active methylenecyclopropanes to give substituted cyclobutanones selectively. This protocol employs H2O2 as a clean oxidant and generates no waste and, therefore, provides green access to useful, but not readily available, substituted cyclobutanones under mild conditions.

Silver(I)-mediated dual cleavage of C-C and C-O bonds in the reaction of diarylmethylenecyclopropanes with tetrahydrofuran: Synthesis of 4-(3-halobut-3-enyloxy)butyl 2,2,2-trifluoroacetate derivatives

The reaction of methylenecyclopropanes (MCPs) with tetrahydrofuran (THF) proceed smoothly in the presence of AgOC(O)CF3 and electrophilic halogenation reagents to give the corresponding 4-(3-halobut-3-enyloxy)butyl 2,2,2-trifluoroacetate derivatives in moderate yields through dual cleavage of C-C and C-O bonds under mild conditions. Novel 4-(3-halobut-3-enyloxy)butyl 2,2,2-trifluoroacetate derivatives can be synthesized by AgI-mediated reactions of arylmethylenecyclopropanes with tetrahydrofuran at room temperature through dual cleavage of C-C and C-O bonds. Copyright