21874-23-7Relevant academic research and scientific papers
Preparation of differentially 1,3-disubstituted indolines by intramolecular carbolithiation
Bailey, William F.,Luderer, Matthew R.,Mealy, Michael J.
, p. 5303 - 5305 (2003)
The ether-soluble dilithio species (2), derived from N-allyl-2-bromoaniline (1) upon treatment with t-BuLi at -78°C, cyclizes when warmed to +5°C in the presence of TMEDA to give a (1-lithio-3-indolinyl)methyllithium (3) that may be differentially functio
Decarboxylative acylation of indolines with α-keto acids under palladium catalysis: A facile strategy for the synthesis of 7-substituted indoles
Kim, Minyoung,Kumar Mishra, Neeraj,Park, Jihye,Han, Sangil,Shin, Youngmi,Sharma, Satyasheel,Lee, Youngil,Lee, Eui-Kyung,Kwak, Jong Hwan,Kim, In Su
supporting information, p. 14249 - 14252 (2014/12/11)
Palladium-catalyzed decarboxylative acylation of highly substituted indolines with α-keto acids via C-H bond activation is described. This protocol provides efficient access to C7-carbonylated indoles known to have diverse biological profiles. This journal is
Synthesis of functionalised indolines by radical-polar crossover reactions
Murphy, John A.,Rasheed, Faiza,Gastaldi, Stephane,Ravishanker,Lewis, Norman
, p. 1549 - 1558 (2007/10/03)
Functionalised indolines have been prepared by treating tetrathiafulvalene (TTF) with 2-(N-acyl-N-allylamino)benzenediazonium tetrafluoroborates. N-Benzoyl-protected substrates afford complex reaction mixtures due to competing radical cyclisation onto the benzoyl group. Acetamides react more efficiently affording good yields of product alcohols when the reactions are carried out in moist acetone.
Microbiological Transformations Part 13. Microbiological Transformations of Derivatives of Indoline with the Fungus Cunninghamella elegans
Crabb, Trevor A.,Canfield, Lesley M.
, p. 2936 - 2945 (2007/10/03)
The incubation of N-benzoylindoline and N-benzoyl-3-methylindoline with C. elegans resulted in reductive cleavage to produce the corresponding indoline and benzyl alcohol.N-Benzoyl-2-methylindoline and N-acetyl-2-methylindoline were hydroxylated at the benzylic position to produce a mixture of cis- and trans-substituted products.In contrast aromatic ring hydroxylation of N-acetyl-2-methylindoline occurred to give N-acetyl-5-hydroxy-2-methylindoline.Incubation of N-benzoyl-7-methylindoline also resulted in aromatic ring hydroxylation.
