PMID-sentid Pub_year Sent_text comp_official_name comp_offsetprotein_name organism prot_offset 28102677-2 2017 The reaction proceeded via attack of the C-3 carbon of the indoles onto the C-2 position of the allylic moiety and intramolecular construction of the trifluoromethyl group by the intramolecular fluorine atom shift from the C-2 position to the C-3 position of the allyl unit. Indoles 59-66 complement C3 Homo sapiens 41-44 32459097-0 2020 Palladium-Catalyzed C-2 and C-3 Dual C-H Functionalization of Indoles: Synthesis of Fluorinated Isocryptolepine Analogues. Indoles 62-69 complement C3 Homo sapiens 28-31 32459097-1 2020 Here we report a protocol to synthesize diversiform fluorinated isocryptolepine analogues with potential biological activities in one step via directed C-2 and C-3 dual C-H functionalization of indoles. Indoles 194-201 complement C3 Homo sapiens 160-163 30908058-2 2019 Using ketones as N-alkylation reagent for indoles has been a great challenge not only because of the competing alkylation reaction of C-3 position but also because of the poor nucleophilicity of the nitrogen atom of indole, in addition to the steric hindrance and lower electrophilicity of the ketones. Indoles 42-49 complement C3 Homo sapiens 134-137 31457739-3 2017 Highly selective C-2 functionalization of indoles was achieved in the presence of the highly reactive C-3 position. Indoles 42-49 complement C3 Homo sapiens 102-105 31282524-3 2019 As far as we know, this is the first report on the selective C-2 oxidation and C-3 monochlorination of simple indoles. Indoles 110-117 complement C3 Homo sapiens 79-82 28102677-2 2017 The reaction proceeded via attack of the C-3 carbon of the indoles onto the C-2 position of the allylic moiety and intramolecular construction of the trifluoromethyl group by the intramolecular fluorine atom shift from the C-2 position to the C-3 position of the allyl unit. Indoles 59-66 complement C3 Homo sapiens 243-246 20428523-0 2010 Ruthenium/TFA-catalyzed regioselective C-3-alkylation of indoles with terminal alkynes in water: efficient and unprecedented access to 3-(1-methylalkyl)-1H-indoles. Indoles 57-64 complement C3 Homo sapiens 39-42 26863099-2 2016 The developed protocol introduces pentafulvenes as nonsymmetrical alkenes for the hydroheteroarylation reaction, providing alkylidenecyclopentenylation at the C-3 position of indoles and the C-2 position of pyrrole. Indoles 175-182 complement C3 Homo sapiens 159-162 26176588-3 2015 Interestingly, C-2 alkynylation was also observed on C-3-substituted indoles, whereas classical C-3 alkynylation was obtained on selected unsubstituted indoles and 7-azaindole. Indoles 69-76 complement C3 Homo sapiens 53-56 25605534-4 2015 Whereas with unactivated indole derivatives desulfinylation and formation of racemic products was observed, indoles bearing electron-withdrawing substituents at C-3 afforded the polycyclic products with intact N-sulfinyl groups and with excellent diastereoselectivity, finally allowing the preparation of enantiopure tertiary carbinamines. Indoles 108-115 complement C3 Homo sapiens 161-164 25299422-0 2014 A visible-light-promoted aerobic metal-free C-3 thiocyanation of indoles. Indoles 65-72 complement C3 Homo sapiens 44-47 25299422-1 2014 A simple and efficient visible-light-promoted method for the C-3 thiocyanation of indoles has been developed. Indoles 82-89 complement C3 Homo sapiens 61-64 25213659-1 2014 We describe a straightforward strategy for the synthesis of strongly fluorescent pyridoindoles by Pd-catalyzed oxidative annulations of internal alkynes with C-3 functionalized indoles through C H/N H bond activation in a one-pot tandem process. Indoles 87-94 complement C3 Homo sapiens 158-161 24280001-1 2013 Indoles are converted into alpha-carbolines in four steps by acylation at C-3, Boc-protection, olefination of the resulting 3-indolyl aldehydes or ketones to give N-Boc-3-indolyl alkenyl oxime O-methyl ethers, which upon heating to 240 C under microwave irradiation undergo loss of the Boc-group, and 6pi-electrocyclization to alpha-carbolines, following aromatization by loss of methanol (11 examples, 30-90% yield). Indoles 0-7 complement C3 Homo sapiens 74-77 24127322-0 2013 General and selective C-3 alkylation of indoles with primary alcohols by a reusable Pt nanocluster catalyst. Indoles 40-47 complement C3 Homo sapiens 22-25 24127322-1 2013 The platinum rule: Heterogeneous, additive-free C-3 selective alkylation of indoles by aliphatic and aromatic alcohols proceeded under transfer hydrogenation conditions with the reusable Pt/theta-Al2 O3 catalyst (see scheme; TON=turnover number). Indoles 76-83 complement C3 Homo sapiens 48-51 23672506-3 2013 The new reaction mode features switching of the substituent from the indole C-3 position to the C-2 position (from the C-2 position to the C-3 position in the case of pyrrole) without loss of the enantiomeric purity, providing a novel concept in designing the asymmetric construction of enantiopure polycyclic indoles and pyrroles. Indoles 310-317 complement C3 Homo sapiens 76-79 23423386-2 2013 This method for the selective C-3 functionalization of unprotected indoles with the chiral equivalent of a nucleophilic glycine nickel(II) complex afforded adducts with high diastereoselectivities. Indoles 67-74 complement C3 Homo sapiens 30-33 20428523-1 2010 An unprecedented C-3-alkylation reaction of indoles with terminal alkynes in aqueous medium has been developed using catalytic amounts of ruthenium and trifluoroacetic acid. Indoles 44-51 complement C3 Homo sapiens 17-20 17658835-1 2007 We report novel iridium(III)-catalyzed reactions that afford substituted indoles via the indirect functionalization of alcohols via C-3 selective alkylation of indoles with alcohols and a one-pot cascade strategy from amino- or nitro-phenyl ethyl alcohols, which incorporates oxidative cyclization and C-3 alkylation. Indoles 73-80 complement C3 Homo sapiens 132-135 17658835-1 2007 We report novel iridium(III)-catalyzed reactions that afford substituted indoles via the indirect functionalization of alcohols via C-3 selective alkylation of indoles with alcohols and a one-pot cascade strategy from amino- or nitro-phenyl ethyl alcohols, which incorporates oxidative cyclization and C-3 alkylation. Indoles 73-80 complement C3 Homo sapiens 302-305 17658835-1 2007 We report novel iridium(III)-catalyzed reactions that afford substituted indoles via the indirect functionalization of alcohols via C-3 selective alkylation of indoles with alcohols and a one-pot cascade strategy from amino- or nitro-phenyl ethyl alcohols, which incorporates oxidative cyclization and C-3 alkylation. Indoles 160-167 complement C3 Homo sapiens 132-135 15926829-0 2005 Direct palladium-catalyzed C-2 and C-3 arylation of indoles: a mechanistic rationale for regioselectivity. Indoles 52-59 complement C3 Homo sapiens 35-38