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Facile Synthesis of E‐Diiodoalkenes: H2O2‐Activated Reaction of Alkynes with Iodine Full article

Journal Synthetic Communications
ISSN: 1532-2432 , E-ISSN: 0039-7911
Output data Year: 2007, Volume: 37, Number: 18, Pages: 3151-3164 Pages count : 14 DOI: 10.1080/00397910701545171
Authors Terent'ev Alexander O. 1 , Borisov Dmitry A. 1 , Krylov Igor B. 1 , Nikishin Gennady I. 1
Affiliations
1 N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences , Moscow, Russia

Abstract: Hydrogen peroxide was found to activate iodine in the addition reaction with triple bonds. A facile and technologically straightforward procedure was developed for the synthesis of E‐diiodoalkenes based on the reaction of alkynes with an I2–H2O2 system in THF. Selective iodination of terminal and internal alkynes containing electron‐donating and electron‐withdrawing substituents afforded 16 E‐diiodoalkenes in yields up to 89%.
Cite: Terent'ev A.O. , Borisov D.A. , Krylov I.B. , Nikishin G.I.
Facile Synthesis of E‐Diiodoalkenes: H2O2‐Activated Reaction of Alkynes with Iodine
Synthetic Communications. 2007. V.37. N18. P.3151-3164. DOI: 10.1080/00397910701545171 WOS Scopus OpenAlex
Identifiers:
≡ Web of science: WOS:000249894100013
≡ Scopus: 2-s2.0-34548588336
≡ OpenAlex: W2080235127
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