TY - JOUR
T1 - Synthesis of spiro isoindolinone-indolines and 1,2-disubstituted indoles from 2-iodobenzamide derivatives
AU - Villuri, Bharath Kumar
AU - Kotipalli, Trimurtulu
AU - Kavala, Veerababurao
AU - Ichake, Sachin S.
AU - Bandi, Vijayalakshmi
AU - Kuo, Chun Wei
AU - Yao, Ching Fa
N1 - Publisher Copyright:
© 2016 The Royal Society of Chemistry.
PY - 2016
Y1 - 2016
N2 - Copper catalyzed C-terminal and N-terminal attack of 2-alkynylanilines to 2-iodobenzamides afforded isoindolinones and 1,2-disubstituted indoles, respectively. Further, the isoindolinone derivatives were converted to spiro fused isoindolinone-indolines utilizing a halonium ion mediated strategy using NBS/TCC in the presence of acetic anhydride. Also, the ortho effect of the amide group in 2-iodobenzamide has been successfully applied for the synthesis of 1,2-disubstituted indoles.
AB - Copper catalyzed C-terminal and N-terminal attack of 2-alkynylanilines to 2-iodobenzamides afforded isoindolinones and 1,2-disubstituted indoles, respectively. Further, the isoindolinone derivatives were converted to spiro fused isoindolinone-indolines utilizing a halonium ion mediated strategy using NBS/TCC in the presence of acetic anhydride. Also, the ortho effect of the amide group in 2-iodobenzamide has been successfully applied for the synthesis of 1,2-disubstituted indoles.
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U2 - 10.1039/c6ra15002k
DO - 10.1039/c6ra15002k
M3 - Article
AN - SCOPUS:84982171776
VL - 6
SP - 74845
EP - 74858
JO - RSC Advances
JF - RSC Advances
SN - 2046-2069
IS - 78
ER -