82192-72-1

Upstream product

• 80522-42-5 triisopropylsilyl trifluoromethanesulfonate 
• 3277-89-2 phenethylmagnesium bromide 
• 111409-79-1 1-bromo-2-(triisopropylsilyl)acetylene 
• 89343-06-6 tris-iso-propylsilyl acetylene 
• 181934-30-5 1-[(triisopropylsilyl)ethynyl]-1,2-benziodoxol-3(1H)-one 
• 501-52-0 3-Phenylpropionic acid 
• 16520-62-0 4-Phenyl-1-butyne 
• 13154-24-0 triisopropylsilyl chloride 
• 82192-57-2 triisopropyl(prop-1-ynyl)silane 
• 100-39-0 benzyl bromide 
• 82192-58-3 lithio-1-TIPS-propyne 

Downstream Products

• 218902-81-9 (Z)-(4-iodobut-3-en-1-yl)benzene 
• 1595282-08-8 (Z)-triisopropyl(4-phenyl-2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)but-1-en-1-yl)silane 

Relevant academic research and scientific papers

Silver-catalyzed decarboxylative alkynylation of aliphatic carboxylic acids in aqueous solution

C(sp3)-C(sp) bond formations are of immense interest in chemistry and material sciences. We report herein a convenient, radical-mediated and catalytic method for C(sp3)-C(sp) cross-coupling. Thus, with AgNO3 as the catalyst and K2S2O8 as the oxidant, various aliphatic carboxylic acids underwent decarboxylative alkynylation with commercially available ethynylbenziodoxolones in aqueous solution under mild conditions. This site-specific alkynylation is not only general and efficient but also functional group compatible. In addition, it exhibits remarkable chemo- and stereoselectivity.

Iododesilylation of TIPS-, TBDPS-, and TBS-substituted alkenes in connection with the synthesis of amphidinolides B/D

The C-Si bonds of triisopropylsilyl-substituted alkenes, 1,3-dienes, and related multifunctional substrates, as well as analogous C-TBDPS and C-TBS bonds, are readily and chemoselectively cleaved with NIS (or other sources of I+, such as N-iodo

Iron-catalyzed cross-coupling between 1-bromoalkynes and grignard-derived organocuprate reagents

An efficient iron-catalyzed cross-coupling reaction between alkynyl bromides and Grignard-derived organocuprates has been developed. A series of alkynylarenes were successfully synthesised by starting from different 1-bromoalkynes and Grignard reagents. The methodology was successfully used for the two-step stereoselective synthesis of combretastatins and represents a valid alternative to the classical syntheses of alkynylarenes.

USEFUL SYNTHETIC REAGENTS DERIVED FROM 1-TRIISOPROPYLSILYLPROPYNE AND 1,3-BISPROPYNE. DIRECT, STEREOSELECTIVE SYNTHESIS OF EITHER Z OR E ENYNES

Lithio reagents derived from 1-triisopropylsilylpropyne (1) and 1,3-bis-propyne (3) are effective for the synthesis of Z or E terminal enyne units (CH=CH-CCH) and for carbon-carbon bond formation with halides, aldehydes, ketones, epoxides, and α,β-enones.