Literature DB >> 11418055

Photoinduced group transfer radical addition of carbamotelluroates to acetylenes.

S Fujiwara 1, Y Shimizu, T Shin-Ike, N Kambe.   

Abstract

[reaction: see text] Te-Phenyl carbamotelluroates 1 add to acetylenes under irradiation of visible light to yield beta-telluroacrylamides 2 regioselectively. This reaction would be initiated by homolytic cleavage of the carbamoyl carbon-tellurium bond, producing carbamoyl and PhTe radicals. The addition reaction proceeds via a radical chain mechanism comprising two processes: (i) addition of carbamoyl radicals at the terminal carbon of the triple bond, giving vinylic radicals, and (ii) S(H)2 reaction on the Te atom caused by the attack of the vinyl radicals to 1.

Entities:  

Year:  2001        PMID: 11418055     DOI: 10.1021/ol016042p

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  2 in total

1.  Transition-Metal-Free Synthesis of Unsymmetrical Diaryl Tellurides via SH2 Reaction of Aryl Radicals on Tellurium.

Authors:  Yuki Yamamoto; Fumiya Sato; Qiqi Chen; Shintaro Kodama; Akihiro Nomoto; Akiya Ogawa
Journal:  Molecules       Date:  2022-01-26       Impact factor: 4.411

2.  Azodioxy compounds as precursors for C-radicals and their application in thermal styrene difunctionalization.

Authors:  Stefanie Plöger; Christian Mück-Lichtenfeld; Constantin G Daniliuc; Armido Studer
Journal:  Chem Sci       Date:  2022-08-05       Impact factor: 9.969

  2 in total

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