534619-01-7

Upstream product

• 7632-57-7 diphenylmethylenecyclopropene 

Downstream Products

• 698389-81-0 2-iodo-1,1-diphenyl-buta-1,3-diene 
• 861641-40-9 1,1-diphenyl-2-iodo-4-(phenylselenyl)-1-butene 
• 861641-52-3 C₂₂H₁₉IS 
• 82867-26-3 1,1,2-triphenyl-buta-1,3-diene 
• 1583252-30-5 4-(3-iodo-4,4-diphenylbut-3-enyloxy)butyl 2,2,2-trifluoroacetate 

Relevant academic research and scientific papers

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

Facile synthesis of cross-conjugated gem-disubstituted trienes via palladium-catalyzed cross-coupling protocol of 1,1-disubstituted 2,4-diiodo-but-1-ene with alkenes

Cross-conjugated coupling products described in the title are obtained in moderate to high yields by the reactions of the corresponding 1,1-disubstituted 2,4-diiodo-but-1-enes, which are derived from the ring-opening reaction of methylenecyclopropanes with iodine, with substituted alkenes in the presence of palladium(II) catalyst under simple Heck-type reaction conditions.

An efficient access to 4-alkylidene-5,6-dihydro-4H-pyrrolo[1,2-c][1,2,3] triazoles

From alkylidenecyclopropanes (MCPs), 4-alkylidene-5,6-dihydro-4H-pyrrolo- [1,2-c][1,2,3]triazoles 6 were prepared in moderate yields through diiodogenation, Cu(I)-catalyzed 1,3-dipolar cycloaddition and subsequent intramolecular Heck reaction. Georg Thiem

Enynylation of 2-iodo-4-(phenylchalcogenyl)-1-butenes via intramolecular chelation: Approach to the synthesis of conjugated dienynes or trienynes

(Chemical Equation Presented) 2-Iodo-4-(phenylchalcogenyl)-1 -butenes 3 and 4, which are derived from methylenecyclopropanes 1, can be enynylated with alkynes catalyzed by Pd(OAc)2 to give conjugated dienynes 5 and 6 in the absence of any phosp

Dihalogenation of gem-aryl-disubstituted methylenecyclopropanes by DEAD, DIAD/TiX4 or free halogen

The reaction of gem-aryl-disubstituted methylenecyclopropanes with TiX 4/diethyl azodicarboxylate and TiX4/diisopropyl azodicarboxylate in 1,2-dichloroethane gave the dihalogenated ring-opened product, 2,4-dihalobut-1-ene, in moderate-to-excellent yields under mild conditions. On the basis of the proposed Orton-type mechanism, we found that this reaction can also be carried out with free halogens such as bromine or iodine to give the same products in good yields. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004.

Ring-opening reactions of methylenecyclopropanes promoted by metal halides

(Matrix presented) The methylenecyclopropanes (MCPs) react with various metal chlorides or bromides to give the corresponding homoallylic chlorides or bromides in good yields.

CuX2-Mediated Halogenation of Alkylidenecyclopropanes: A Highly Efficient and Stereoselective Method for the Preparation of Z-2, 4-Dihalobutenes

A convenient and efficient method for the synthesis of (Z)-2,4- dihalobutenes, a useful building block in organic synthesis, was reported in good yield by the reaction of alkylidenecyclopropanes and CuX2 (or CuI/I2).