934-95-2

Upstream product

• 934-94-1 1-bromo-4-bromoethynyl-benzene 
• 766-96-1 4-bromo-1-ethynylbenzene 

Downstream Products

• 491593-80-7 1-bromo-4-(3,3-difluoro-2-iodo-cycloprop-1-enyl)-benzene 
• 1016893-18-7 (E)-ethyl 3-(4-bromophenyl)-2-ethanoyl-4-iodo-2-methylbut-3-enoate 
• 1032008-57-3 3-(4-bromophenyl)-N,N-diisopropylprop-2-yn-1-amine 

Relevant academic research and scientific papers

Efficient synthesis of 1-iodoalkynes: Via Al2O3 mediated reaction of terminal alkynes and N -iodosuccinimide

Iodination of terminal alkynes using N-iodosuccinimide (NIS) in the presence of γ-Al2O3 was developed to afford 1-iodoalkynes with good to excellent yields (up to 99%). This described approach featured excellent chemoselectivity, good functional group tolerance, and utilization of an inexpensive catalyst.

Acetic Acid Promoted Direct Iodination of Terminal Alkynes with N -Iodosuccinimide: Efficient Preparation of 1-Iodoalkynes

An efficient and highly chemoselective approach for the direct iodination of terminal alkynes using acetic acid as N -iodosuccinimide activated reagent under metal-free conditions has been developed. This facile process tolerates a variety of terminal alkynes and provides the desired products in good to excellent yields (up to 99percent).

Chemoselective and stereospecific iodination of alkynes using sulfonium iodate(i) salt

An efficient and highly chemoselective iodination of alkynes using a sulfonium iodate(i) electrophilc reagent under metal-free conditions has been realized. The reactivity of sulfonium iodate(i) salt could be significantly diverse in the presence of water

Highly efficient and recyclable catalyst for the direct chlorination, bromination and iodination of terminal alkynes

Direct halogenation, including chlorination, bromination and iodination of terminal alkynes, are of great importance in organic synthesis. Here an efficient and recyclable nano-Ag/g-C3N4 catalyst system was developed and proved to be remarkably active with 39 examples varied from chlorination, bromination to iodination, of which 14 runs have yielded more than 95% of the product. Recycling of the catalyst was also achieved without obvious activity loss after several runs: 99% yield was observed even after 5 runs in the bromination of phenylacetylene. The catalysts system is of low cost and easy to be prepared, making this procedure versatile, convenient and economic.

A Base-Free Multicomponent Domino Approach: One-Pot Synthesis of 2-Iminothiazolines via Oxy-Iodination of Arylacetylenes

A simple and an efficient multicomponent domino protocol is developed for the synthesis of 2-iminothiazolines starting from simple and readily available arylacetylenes, amines, and phenyl isothiocyanates under base-free conditions. The present method invo

Regioselective Synthesis of Polyheterohalogenated Naphthalenes via the Benzannulation of Haloalkynes

Independent control of halide substitution at six of the seven naphthalene positions of 2-arylnaphthalenes is achieved through the regioselective benzannulation of chloro-, bromo-, and iodoalkynes. The modularity of this approach is demonstrated through the preparation of 44 polyheterohalogenated naphthalene products, most of which are difficult to access through known naphthalene syntheses. The outstanding regioselectivity of the reaction is both predictable and proven unambiguously by single-crystal X-ray diffraction for many examples. This synthetic method enables the rapid preparation of complex aromatic systems poised for further derivatization using established cross-coupling methods. The power and versatility of this approach makes substituted naphthalenes highly attractive building blocks for new organic materials and diversity-oriented synthesis.

Ionic liquid iodinating reagent for mild and efficient iodination of aromatic and heteroaromatic amines and terminal alkynes

Hexamethylene bis(N-methylimidazolium) bis(dichloroiodate) (HMBMIBDCI), an ionic liquid iodinating reagent, have been prepared and characterized. Its ability to perform iodination reactions with a variety of substrates has been explored. In general, iodination reactions of aromatic and heteroaromatic amines proceed with good yields in the absence of solvent. Reactions of terminal alkynes in the presence of 1,8-diazabicyclo [5.4.O] undec-7-ene and tetrahydrofuran have been investigated as well.

Pd(0)-catalyzed iodoalkynation of norbornene scaffolds: The remarkable solvent effect on reaction pathway

A palladium-catalyzed iodoalkynation of norbornene has been realized with the use of alkynyl iodides 1, which is found to be strongly solventdependent. MeCN favors 1,7-iodoalkylation product 3 while CCl4 leads to 1,2-iodoalkylation product 4.

Direct iodination of monosubstituted aryl acetylenes and acetylenic ketones

Monosubstituted acetylenes were iodinated to form iodoacetylenes under simple conditions. Reaction of aryl acetylenes with molecular iodine in the presence of 4-dimethylaminopyridine (DMAP) gave the desired products in good to excellent yields. Iodination

Novel and efficient synthesis of 1-iodoalkynes

Treatment of terminal alkynes with (diacetoxyiodo)benzene, potassium iodide, and copper(I) iodide afforded 1-iodoalkynes in good to excellent yields under mild conditions. Georg Thieme Verlag Stuttgart.