139115-75-6Relevant academic research and scientific papers
Ni-Catalyzed enantioselective reductive arylcyanation/cyclization of: N -(2-iodo-aryl) acrylamide
Dong, Kaiwu,Ren, Xinyi,Shen, Chaoren,Wang, Guangzhu
supporting information, p. 1135 - 1138 (2022/02/03)
A Ni/(S,S)-BDPP-catalyzed intramolecular Heck cyclization of N-(2-iodo-aryl) acrylamide with 2-methyl-2-phenylmalononitrile was developed to give oxindoles with good enantioselectivities. We found that utilizing such an electrophilic cyanation reagent cou
Rapid Syntheses of Some Indole Alkaloids of the Calabar Bean
Horne, Stephen,Taylor, Nicholas,Collins, Scott,Rodrigo, Russell
, p. 3047 - 3052 (2007/10/02)
A rapid, efficient route to 3,3-disubstituted oxindoles from o-iodo anilines has been developed.It involves the cyclisation of the corresponding fumarate amides 4 and 15 with butyllithium at -100 deg C in the presence of an excess of trimethylchlorosilane.An X-ray crystal structure of 4 suggests that the speed and efficiency of this intramolecular Michael addition is dependent on the conformation adopted by 4 which is particularly suitable for the reaction.This method has been applied to the synthesis of the alkaloids physovenine, physostigmine and esermethole in very high overall yields.
