TY - JOUR
T1 - HFIP-promoted Michael reactions
T2 - direct para-selective C-H activation of anilines with maleimides
AU - Li, Bang
AU - Mao, Qi
AU - Zhou, Jia
AU - Liu, Feng
AU - Ye, Na
N1 - Publisher Copyright:
© The Royal Society of Chemistry.
PY - 2019
Y1 - 2019
N2 - The Michael reaction is widely used for the C-C coupling of electron-poor olefins and C(sp 3 )-H pronucleophiles. Herein, an effective Michael reaction approach between electron-rich aromatic and heteroaromatic substrates as C(sp 2 )-H nucleophiles with maleimides as electrophiles in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) was first presented without the need for any additional metal catalysts or reagents. This reaction provides a concise and environmentally friendly strategy for the facile construction of 3-aryl succinimides from N,N-disubstituted anilines and maleimides with high para selectivity.
AB - The Michael reaction is widely used for the C-C coupling of electron-poor olefins and C(sp 3 )-H pronucleophiles. Herein, an effective Michael reaction approach between electron-rich aromatic and heteroaromatic substrates as C(sp 2 )-H nucleophiles with maleimides as electrophiles in 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) was first presented without the need for any additional metal catalysts or reagents. This reaction provides a concise and environmentally friendly strategy for the facile construction of 3-aryl succinimides from N,N-disubstituted anilines and maleimides with high para selectivity.
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U2 - 10.1039/C8OB03073A
DO - 10.1039/C8OB03073A
M3 - Article
C2 - 30720821
AN - SCOPUS:85061852371
SN - 1477-0520
VL - 17
SP - 2242
EP - 2246
JO - Organic and Biomolecular Chemistry
JF - Organic and Biomolecular Chemistry
IS - 8
ER -