80641-50-5Relevant academic research and scientific papers
Bi(OTf)3-catalyzed conjugate addition of indoles to p-quinones: a facile synthesis of 3-indolyl quinones
Yadav, J. S.,Reddy, B. V. S.,Swamy, T.
, p. 9121 - 9124 (2003)
A wide range of indoles undergo conjugate addition to p-benzoquinones in the presence of 2 mol percent bismuth triflate under mild conditions to afford the corresponding 3-indolyl quinones in excellent yields with high selectivity.
Enantioselective synthesis of C3 substituted benzofuroindolines via catalytic asymmetric [3u202f+u202f2] cyclization of 3-substituted indoles with p-benzoquinones
Lan, Wei-qiao,Liao, Li-hua,Liu, Fang-yi,Lu, Zhen-yu,Wang, Jun-yi,Zhang, Xiao-mei
, (2021)
An efficient catalytic asymmetric [3 + 2] cyclization of 3-substituted indoles with p-benzoquinones has been realized using a binol-chiral phosphoric acid. A large variety of C3 substituted benzofuroindolines compounds were achieved in moderate to high yields (up to 91% yield) and excellent enantioselectivities (up to 94% ee).
Catalytic Asymmetric Dearomative [3+2] Cyclisation of 1,4-Quinone with 2,3-Disubstituted Indoles
Zhang, Lvye,Hu, Jinjin,Xu, Ruigang,Pan, Shulei,Zeng, Xiaofei,Zhong, Guofu
, p. 5449 - 5457 (2019)
A chiral phosphoric acid-catalysed asymmetric dearomative [3+2] cyclisation for accessing enantioenriched benzofuroindolines with two vicinal tetrasubstituted carbon centres from readily available 1,4-quinone and 2,3-disubstituted indoles is developed. This protocol distinguishes itself by availability of the starting materials and mild reaction conditions in a stereoselective manner, which provides a complement to the existing methods for the asymmetric construction of pharmaceutically and biologically active benzofuro[2,3-b]indoline compounds. (Figure presented.).
InBr3-Catalyzed Conjugate Addition of Indoles to p-Quinones: An Efficient Synthesis of 3-Indolylquinones
Yadav,Reddy,Swamy
, p. 106 - 110 (2007/10/03)
Indium(III) bromide catalyzes efficiently the conjugate addition of indoles to p-benzoquinones under mild conditions to afford the corresponding 3-indolylquinones in high yields with high selectivity. 1,4-Naphthoquinones also underwent Michael addition with indoles under similar conditions to give 3-indolylnaphthoquinones.
