Nonpolar Solvent a Key for Highly Regioselective SNAr Reaction in the Case of 2,4-Difluoronitrobenzene
作者： Suresh Kumar Sythana , Surendra R. Naramreddy , Santosh Kavitake , Vinod Kumar CH. , Pundlik R. Bhagat
DOI: 10.1021/OP500120Z
关键词:
摘要: A practical and highly regioselective aromatic nucleophilic substitution reaction for the substrate 2,4-difluoronitrobenzene is demonstrated with various O/S/N-nucleophiles. Solvent screens substan...
acs.org
sci-hub.se 参考文章(18)
Stéphane Raeppel, Franck Raeppel, Jean Suffert, Novel Exploration of the SNAr Reaction Synlett. ,vol. 1998, pp. 794- 796 ,(1998) , 10.1055/S-1998-1762
Erwin. Buncel, Julian M. Dust, Francois. Terrier, Rationalizing the Regioselectivity in Polynitroarene Anionic .sigma.-Adduct Formation. Relevance to Nucleophilic Aromatic Substitution Chemical Reviews. ,vol. 95, pp. 2261- 2280 ,(1995) , 10.1021/CR00039A001
A. Venkat Narsaiah, K. Nagaiah, Neutral alumina-K 2 CO 3 : An eco-friendly system for synthesis of diaryl ethers under microwave irradiation † Indian Journal of Chemistry Section B-organic Chemistry Including Medicinal Chemistry. ,vol. 43, pp. 2478- 2481 ,(2004)
Venkat Narsaiah Akkirala, Microwave Promoted Alkylation of Halonitrobenzene with Malonates in Solvent-free Medium Catalysis Letters. ,vol. 121, pp. 81- 84 ,(2008) , 10.1007/S10562-007-9296-1
Thanh Binh Nguyen, Ludmila Ermolenko, Ali Al-Mourabit, Nitro-methyl redox coupling: efficient approach to 2-hetarylbenzothiazoles from 2-halonitroarene, methylhetarene, and elemental sulfur. Organic Letters. ,vol. 15, pp. 4218- 4221 ,(2013) , 10.1021/OL401944A
Jorge Marquet, Francisco Casado, Maria Cervera, Martirio Espin, Iluminada Gallardo, M. Mir, M. Niat, REDUCTIVELY ACTIVATED POLAR NUCLEOPHILIC AROMATIC SUBSTITUTION. A NEW MECHANISM IN AROMATIC CHEMISTRY Pure and Applied Chemistry. ,vol. 67, pp. 703- 710 ,(1995) , 10.1351/PAC199567050703
Francesco Del Cima, Gino Biggi, Francesco Pietra, The origin of high ortho:para-reactivity ratios in the reactions of fluoronitrobenzenes with potassium t-butoxide in t-butyl alcohol Journal of The Chemical Society-perkin Transactions 1. pp. 55- 58 ,(1973) , 10.1039/P29730000055
Pengju Ji, John H. Atherton, Michael I. Page, The kinetics and mechanisms of aromatic nucleophilic substitution reactions in liquid ammonia. Journal of Organic Chemistry. ,vol. 76, pp. 3286- 3295 ,(2011) , 10.1021/JO200170Z
Larisa Politanskaya, Evgenij Malykhin, Vitalij Shteingarts, The Influence of Nucleophile Substituents on the Orientation in the Reaction between 2,4‐Difluoronitrobenzene and Lithium Phenoxides in Liquid Ammonia European Journal of Organic Chemistry. ,vol. 2001, pp. 405- 411 ,(2001) , 10.1002/1099-0690(200101)2001:2<405::AID-EJOC405>3.0.CO;2-6
Joseph F. Bunnett, Roland E. Zahler, Aromatic Nucleophilic Substitution Reactions. Chemical Reviews. ,vol. 49, pp. 273- 412 ,(1951) , 10.1021/CR60153A002