515129-89-2

Upstream product

• 1120-29-2 5,7-dodecadiyne 
• 615-43-0 2-iodophenylamine 
• 79965-25-6 dodeca-1,3-diyne 
• 52670-38-9 2-ethynylaniline 

Downstream Products

• 1303519-64-3 2-(dodeca-1,3-diyn-1-yl)-N,N-dimethylaniline 

Relevant academic research and scientific papers

Electrophilic cyclization of aryldiacetylenes in the synthesis of functionalized enediynes fused to a heterocyclic core

An efficient strategy for the synthesis of asymmetrically substituted enediynes fused to benzothiophene, benzofuran, and indole was developed. The proposed approach is based on the electrophilic cyclization of diacetylenes and Sonogashira coupling. Thus, iodocyclization of readily available ortho-functionalized (buta-1,3-diynyl)arenes was used as a direct way for the synthesis of 2-ethynyl-3-iodoheteroindenes. These substrates and their modified derivatives were easily converted by Sonogashira coupling with acetylenes to a variety of asymmetrically substituted acyclic enediynes fused to heterocycles. The tolerance of the developed methodology to a variety of functional groups is a great advantage in the synthesis of macrocyclic enediyne systems fused to a heterocyclic core. Synthesis of indole-fused 12-membered macrocyclic dienediyne was achieved using ring-closing metathesis as a key step.

Synthesis of 2-(buta-1,3-diynyl)-N,N-dimethylanilines Using Reductive Methylation Step

Synthesis of 2-(buta-1,3-diynyl)-N,N-dimethylanilines based on reductive methylation of ortho-iodoanilines using CH2O-NaBH3CN and coupling with terminal diacetylens was developed. Altered sequence including dimethylation of 2-(buta-1,3-diynyl)anilines was

Palladium-catalyzed cross-coupling reactions of 1,2-diiodoalkenes with terminal alkynes: Selective synthesis of unsymmetrical buta-1,3-diynes and 2-ethynylbenzofurans

(E)-1,2-Diiodoalkenes were found to be effective building blocks for the preparation of unsymmetrical buta-1,3-diynes and 2-ethynylbenzofurans. In the presence of palladium(II) acetate and copper(I) iodide, unsymmetrical buta-1,3-diynes were selectively o

A convenient synthesis of functionalised 1-aryl-1,3-alkadiynes

A two-step, one-pot synthesis of functionalised 1-arylalka-1,3-diynes is described. A key feature in this approach is exploitation of the "acetylene zipper" reaction to obtain terminal 1,3-alkadiynes 3 from internal isomers 1. Without isolation, but after

"Acetylene zipper" reactions and Pd-Cu-catalyzed cross-coupling in the synthesis of vicinal 1,3-alkadiynylarylamines and aminopyridines

A preparative method was developed for vicinal-substituted 1,3-alkadiynylarylamines and aminopyridines involving a successive application of "acetylene zipper" reaction to synthesize 1,3-alkadiynes followed by Sonogashira reaction.

A one-pot synthesis of 1-arylalka-1,3-diynes by sequential acetylene zipper and Sonogashira reactions

1,3-Diynes, formed in situ by base-induced acetylene zipper reactions, following anion quenching with water, undergo smooth Sonogashira-type couplings with functionalized aryl iodides, to give good overall yields of 1-arylalka-1,3-diynes.