Radical "on Water" Addition to the C=N Bond of Hydrazones: A Synthesis of Isoindolinone Derivatives

Tae Kyu Nam, Doo Ok Jang

Research output: Contribution to journalArticle

8 Citations (Scopus)

Abstract

A radical "on water" addition to the C=N bond of hydrazones has been described. Hydrazone, diphenylsilane, alkyl iodide, and triethylborane afforded the corresponding addition products "on water" in good yields. A significant solvent effect was observed from the water. The developed protocol can be applied to the synthesis of 3-substituted isoindolinone derivatives. Moreover, the process offers environmentally benign tin-free radical reaction conditions.

Original languageEnglish
Pages (from-to)7373-7379
Number of pages7
JournalJournal of Organic Chemistry
Volume83
Issue number14
DOIs
Publication statusPublished - 2018 Jul 20

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Hydrazones
Derivatives
Water
Free radical reactions
Tin
Iodides

All Science Journal Classification (ASJC) codes

  • Organic Chemistry

Cite this

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Radical "on Water" Addition to the C=N Bond of Hydrazones : A Synthesis of Isoindolinone Derivatives. / Nam, Tae Kyu; Jang, Doo Ok.

In: Journal of Organic Chemistry, Vol. 83, No. 14, 20.07.2018, p. 7373-7379.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Radical "on Water" Addition to the C=N Bond of Hydrazones

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AU - Jang, Doo Ok

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