ChemInform Abstract: Intramolecular Radical Cyclization of Vinyl, Aryl and Alkyl Halides Using Catalytic Amount of Bis-tri-n-butyltin Oxide/Sodium Borohydride: A Novel Entry to Functionalized Carbocycles.

ChemInform ◽  
2015 ◽  
Vol 46 (37) ◽  
pp. no-no
Author(s):  
Tarur Konikkaledom Dinesh ◽  
Namasivayam Palani ◽  
Sengottuvelan Balasubramanian
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Amount ◽  
Radical Cyclization ◽  
Alkyl Halides

Intramolecular Radical Cyclization of Vinyl, Aryl and Alkyl Halides Using Catalytic Amount of Bis-tri-n-butyltin Oxide/Sodium Borohydride: A Novel Entry to Functionalized Carbocycles

Synlett ◽  
2015 ◽  
Vol 26 (08) ◽  
pp. 1055-1058 ◽  
Author(s):  
Namasivayam Palani ◽  
Sengottuvelan Balasubramanian ◽  
Tarur Dinesh
Keyword(s):  
Sodium Borohydride ◽  
Catalytic Amount ◽  
Radical Cyclization ◽  
Alkyl Halides ◽  
Cyclization Reactions

We wish to report a facile method in which a catalytic amount of bis-tri-n-butyltinoxide (TBTO) in the presence of sodium borohydride efficiently brings about the intramolecular radical cyclization of a variety of vinyl, aryl and alkyl halides to their corresponding functionalized bicyclic and tricyclic carbocycle frameworks. The methodology obviates the need for stoichiometric amounts of tin reagent normally required for radical cyclization reactions.

An efficient synthesis of 3-alkyl-2-diversity-substituted benzofuro[3,2-d]pyrimidin-4(3H)-one derivatives

2019 ◽  
Vol 43 (5-6) ◽  
pp. 201-204 ◽  
Author(s):  
Hong-Mei Wang ◽  
Tian-Shuai Wang ◽  
Sheng-Jie He ◽  
Zong-Yun Chen ◽  
Yang-Gen Hu
Keyword(s):  
Mass Spectrometry ◽  
Sodium Ethoxide ◽  
Catalytic Amount ◽  
Alkyl Halides ◽  
Efficient Synthesis ◽  
Pyrimidine Derivatives ◽  
Excess Carbon ◽  
H Nmr ◽  
Aliphatic Esters ◽  
C Nmr

Benzofuro[3,2- d]pyrimidine derivatives are prepared using aza-Wittig reactions of iminophosphoranes with n-butyl isocyanate at 40–50 °C to give carbodiimide intermediates, which are reacted with nitrogen-oxygen-containing nucleophiles to give 3-alkyl-2-amino (aryloxy/alkoxy)-benzofuro[3,2- d]pyrimidin-4(3 H)-ones in satisfactory yields in the presence of a catalytic amount of sodium ethoxide or K2CO3. The iminophosphorane also reacts directly with excess carbon disulfide, followed by n-propylamine; further reaction with alkyl halides or halogenated aliphatic esters in the presence of anhydrous K2CO3 produces the corresponding 2-alkylthio-3-n-propyl-benzofuro[3,2- d]pyrimidin-4(3 H)-ones in good yields. Their structures of the products are confirmed by 1H NMR, 13C NMR, mass spectrometry, infrared and elemental analysis.

Cobalt-catalyzed radical cyclization of isocyanides forming phenanthridine derivatives

2018 ◽  
Vol 5 (20) ◽  
pp. 2997-3002 ◽  
Author(s):  
Xiangyu Liu ◽  
Chengjuan Wu ◽  
Jing Zhang ◽  
Yihan Shi ◽  
Shengnan Zhang ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Alkyl Halides

A neutral cobalt(ii) compound catalyzes the radical cyclization of 2-isocyano-biphenyls with various alkyl halides, providing a series of phenanthridine-fused polycycles.

Photo-Induced Radical Cyclization of Aromatic Halides with Sodium Borohydride

Synlett ◽  
2005 ◽  
pp. 2248-2250 ◽  
Author(s):  
Zhong-Li Liu ◽  
Wei Yu ◽  
Qiang Liu ◽  
Bing Han ◽  
Wei Zhang ◽  
...  
Keyword(s):  
Sodium Borohydride ◽  
Radical Cyclization

Copper(i)-catalyzed 5-exo-trig radical cyclization/borylation of alkyl halides: access to functionalized pyrrolidine derivatives

2017 ◽  
Vol 15 (40) ◽  
pp. 8508-8512 ◽  
Author(s):  
Jie Cui ◽  
Hui Wang ◽  
Jian Song ◽  
Xiaochen Chi ◽  
Long Meng ◽  
...  
Keyword(s):  
Radical Cyclization ◽  
Alkyl Halides ◽  
One Step

This work reports the copper(i)-catalyzed 5-exo-trigradical cyclization/borylation of alkyl halides bearing an alkene moiety, during which a C–C bond and a C–B bond were formed in one step.

Sign in / Sign up

Export Citation Format

Share Document