936800-13-4

Upstream product

• 936800-12-3 1-(3-dibromobenzo[b]thiophen-2-yl)-2-phenylacetylene 
• 6287-82-7 2,3-dibromobenzo[b]thiophene 
• 536-74-3 phenylacetylene 
• 960069-42-5 2-iodo-benzo[b]thiophene-3-carbaldehyde 
• 39856-98-9 bromo-2 formyl-3 <1>benzothiophene 

Downstream Products

• 1310049-37-6 (E)-1-(2-((E)-(indolin-1-ylimino)methyl)phenyl)-3-(2-(phenylethynyl)benzo[b]thiophen-3-yl)prop-2-en-1-one 

Relevant academic research and scientific papers

Mechanistic study on rearrangement cascades starting from annulated 2-Aza-hepta-2,4-dienyl-6-ynyl anions: Formation of aniline and azepine derivatives

Deprotonation of benzothiophene-derived alkynyl imine 11 with lithium diisopropylamide (LDA) and subsequent transmetalation with ZnCl2 etherate furnished azepine 12 upon aqueous workup. Similarly, alkynyl benzaldimine la gave a mixture of benza

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.

PRODUCTION AND USE OF ZINC AMIDES

The application relates to a reagent of the general formula [in-line-formulae]R1R2N—ZnY LiY??(I)[/in-line-formulae] wherein R1, R2 are, independently, selected from H, substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or silyl derivatives thereof; and R1 and R2 together can be part of a cyclic or polymeric structure; and wherein at least one of R1 and R2 is other than H; Y is selected from the group consisting of F; Cl; Br; I; CN; SCN; NCO; Halon, wherein n=3 or 4 and Hal is selected from Cl, Br and I; NO3; BF4; PF6; H; a carboxylate of the general formula RXCO2; an alcoholate of the general formula ORX; a thiolate of the general formula SRX; RXP(O)O2; or SCORX; or SCSRX; OnSRx; wherein n=2 or 3; or NOn, wherein n=2 or 3; and a derivative thereof; wherein Rx is a substituted or unsubstituted aryl or heteroaryl containing one or more heteroatoms, linear, branched or cyclic, substituted or unsubstituted alkyl, alkenyl, alkynyl, or derivatives thereof, or H; or as adduct with a solvent; as well as to the preparation and use thereof. 34

TMPZnCI.LiCI: A new active selective base for the directed zincation of sensitive aromatics and heteroaromatics

A wide range of polyfunctional aryl and heteroaryl zinc reagents were efficiently prepared in THF via direct zincation using TMPZnCILiCI, a new exceptionally mild and efficient base. Activated arenes and heteroarenes are metalated at room temperature. Remarkably, sensitive functions such as an aldehyde as well as a nitro group are tolerated, expanding significantly the scope of directed metalations.