TY - JOUR
T1 - Radical "on Water" Addition to the C=N Bond of Hydrazones
T2 - A Synthesis of Isoindolinone Derivatives
AU - Nam, Tae Kyu
AU - Jang, Doo Ok
PY - 2018/7/20
Y1 - 2018/7/20
N2 - 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.
AB - 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.
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U2 - 10.1021/acs.joc.7b03193
DO - 10.1021/acs.joc.7b03193
M3 - Article
C2 - 29498284
AN - SCOPUS:85048807614
VL - 83
SP - 7373
EP - 7379
JO - Journal of Organic Chemistry
JF - Journal of Organic Chemistry
SN - 0022-3263
IS - 14
ER -