Pd-porphyrin complex-catalyzed allylation of indole with allylic alcohols through C3-C2 coupling

TETRAHEDRON

卷:90

Article

Atia, Alaa A.¹  Kimura, Masanari¹ 

[1] Nagasaki Univ, Fac Engn, Grad Sch Sci & Technol, Div Chem & Mat Sci, 1-14 Bunkyo Machi, Nagasaki 8528521, Japan

关键词: Indole;    Porphyrin;    Allylic alcohol;    Homocoupling;   

DOI  :  10.1016/j.tet.2021.132213

来源: Elsevier

【 摘 要 】

Appropriate and efficient way for the preparation of 3-allyl-2,3-dihydro-2,3'-bisindoles has been developed via homocoupling of N-H indole. Pd-porphyrin-catalyzed allylation of indoles with allylic alcohols in the presence of PBr3 and a base is developed. The reaction involves dimerization at the C3 and C2 positions of the indoles, giving 2-allylated 3-(indolin-2-yl)-1H-indoles in moderate to good yields. 3-(Indolin-2-yl)-1H-indole derivatives serve as intermediates for the synthesis of pharmaceutically active molecules. (C) 2021 Elsevier Ltd. All rights reserved.

【 授权许可】

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