Molecular-iodine-catalyzed aerobic photooxidative C–C bond formation between tertiary amines and carbon nucleophiles

RSC Advances ◽  
2013 ◽  
Vol 3 (26) ◽  
pp. 10189 ◽  
Author(s):  
Tomoya Nobuta ◽  
Akitoshi Fujiya ◽  
Tomoaki Yamaguchi ◽  
Norihiro Tada ◽  
Tsuyoshi Miura ◽  
...  
Keyword(s):  
Bond Formation ◽  
Molecular Iodine ◽  
Tertiary Amines ◽  
Carbon Nucleophiles

Aerobic Photooxidative Carbon–Carbon Bond Formation Between Tertiary Amines and Carbon Nucleophiles Using 2-Chloroanthra-9,10-quinone

Synlett ◽  
2014 ◽  
Vol 25 (10) ◽  
pp. 1453-1457 ◽  
Author(s):  
Akichika Itoh ◽  
Tomoaki Yamaguchi ◽  
Tomoya Nobuta ◽  
Norihiro Tada ◽  
Tsuyoshi Miura ◽  
...  
Keyword(s):  
Bond Formation ◽  
Tertiary Amines ◽  
Carbon Bond ◽  
Carbon Nucleophiles ◽  
Carbon Carbon Bond

ChemInform Abstract: Aerobic Photooxidative Carbon-Carbon Bond Formation Between Tertiary Amines and Carbon Nucleophiles Using 2-Chloroanthra-9,10-quinone.

ChemInform ◽  
2014 ◽  
Vol 45 (50) ◽  
pp. no-no
Author(s):  
Tomoaki Yamaguchi ◽  
Tomoya Nobuta ◽  
Norihiro Tada ◽  
Tsuyoshi Miura ◽  
Tatsushi Nakayama ◽  
...  
Keyword(s):  
Bond Formation ◽  
Tertiary Amines ◽  
Carbon Bond ◽  
Carbon Nucleophiles ◽  
Carbon Carbon Bond

ChemInform Abstract: Reaction of Acetals with Various Carbon Nucleophiles under Non-Acidic Conditions: C-C Bond Formation via a Pyridinium-Type Salt.

ChemInform ◽  
2012 ◽  
Vol 43 (24) ◽  
pp. no-no
Author(s):  
Hiromichi Fujioka ◽  
Kenzo Yahata ◽  
Tomohito Hamada ◽  
Ozora Kubo ◽  
Takashi Okitsu ◽  
...  
Keyword(s):  
Bond Formation ◽  
Carbon Nucleophiles ◽  
Acidic Conditions

Iodine-mediated C–N and C–S bond formation: regioselective synthesis of benzo[4,5]imidazo[2,1-b]thiazoles

2017 ◽  
Vol 41 (1) ◽  
pp. 75-80 ◽  
Author(s):  
Sethurajan Ambethkar ◽  
Muthalu Vellimalai ◽  
Vediappen Padmini ◽  
Nattamai Bhuvanesh
Keyword(s):  
Reaction Time ◽  
Intramolecular Cyclization ◽  
Simple Procedure ◽  
Bond Formation ◽  
Molecular Iodine ◽  
Regioselective Synthesis ◽  
Thiazole Derivatives ◽  
Short Reaction Time ◽  
Metal Free

The regioselective synthesis of benzo[4,5]imidazo[2,1-b]thiazole derivatives via amination (C–N) and intramolecular cyclization (C–S) reactions in the presence of molecular iodine has been reported. This method is base and metal free and features inexpensive catalysts, with a simple procedure and a short reaction time.

scholarly journals One-pot functionalisation of N-substituted tetrahydroisoquinolines by photooxidation and tunable organometallic trapping of iminium intermediates

2014 ◽  
Vol 10 ◽  
pp. 2981-2988 ◽  
Author(s):  
Joshua P Barham ◽  
Matthew P John ◽  
John A Murphy
Keyword(s):  
Visible Light ◽  
Tertiary Amines ◽  
One Pot ◽  
Carbon Nucleophiles ◽  
Iminium Salts ◽  
Iminium Ions ◽  
Nucleophilic Trapping ◽  
Limited Scope

Nucleophilic trapping of iminium salts generated via oxidative functionalisation of tertiary amines is well established with stabilised carbon nucleophiles. The few reports of organometallic additions have limited scope of substrate and organometallic nucleophile. We report a novel, one-pot methodology that functionalises N-substituted tetrahydroisoquinolines by visible light-assisted photooxidation, followed by trapping of the resultant iminium ions with organometallic nucleophiles. This affords 1,2-disubstituted tetrahydroisoquinolines in moderate to excellent yields.

scholarly journals One-pot oxidative carbon–carbon bond formation of 3-benzylic and 3-allylic indoles with carbon nucleophiles

Tetrahedron ◽  
2008 ◽  
Vol 64 (22) ◽  
pp. 5262-5267 ◽  
Author(s):  
Jun-ichi Matsuo ◽  
Yumi Tanaki ◽  
Hiroyuki Ishibashi
Keyword(s):  
Bond Formation ◽  
One Pot ◽  
Carbon Bond ◽  
Carbon Nucleophiles ◽  
Carbon Carbon Bond
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