Silver-catalyzed direct benzylation of acetanilide: a highly efficient approach to unsymmetrical triarylmethanes

Abstract

An efficient approach for the synthesis of triphenylmethanes through the direct combination of acetanilides and diphenylmethanol derivatives using AgOTf as the catalyst has been developed.

Ruthenium‐Catalyzed Dehydrogenation of Alcohols with Carbodiimide via a Hydrogen Transfer Mechanism

“…Alcohols 1a , 1r , 1t , 1u , 1v , 1w , 3a – 3e , 3h and 3i were purchased from Aldrich Co., Kanto Kagaku Reagent Division, Tokyo Kasei Kogyo Co., and Wako Pure Chemical Industries. Other alcohols ( 1b , 1c , 1d , 1e , 1f , 1g , 1h , 1i , 1j , 1k , 1l , 1m , 1n , 1o , 1p , 1q , 1s , 1v , 1x , 1y , 1a‐D , 3f , 3g ) and diol 5 were prepared according to the literature methods. NMR spectra were recorded on JEOL JNM‐AL400 FT‐NMR spectrometer (400 MHz for 1 H NMR and 100 MHz for 13 C NMR) and JEOL ECZ‐500 (500 MHz for 1 H NMR, 125 MHz for 13 C NMR and 470 MHz for 19 F NMR).…”

Distinguishing the Internal/External Base-Assisted Deprotonation Mechanisms in Aromatic C–H Activation with the Pd(II)/LA Catalyst

“…Unless otherwise noted, all reagents were purchased from commercial suppliers and used without further purification. 3,4-Dimethoxyacetanilide ( 1a ), 1-methyl- N- phenyl-1 H -indole-3-carboxamide ( 5a ), N , N- dimethyl-1 H -indole-1-carboxamide ( 6a ), Pd­(CClH 2 CO 2 ) 2 , Pd­(CF 2 HCO 2 ) 2 , and Pd­(CCl 2 HCO 2 ) 2 were synthesized following the literature. ,,− UV–vis spectra were collected on an Agilent Technologies Cary-8454 UV–vis spectrometer. The reactions were monitored by TLC with Haiyang GF-254 silica gel plates (Qingdao Haiyang Chemical Industry Co., Ltd., Qingdao, China) using UV light or KMnO 4 as visualizing agents as needed.…”

“…1 H NMR (600 MHz, MeCN- d 3 ) δ 7.26 (d, J = 2.4 Hz, 1H), 6.99 (dd, J = 8.7, 2.4 Hz, 1H), 6.84 (d, J = 8.6 Hz, 1H), 3.76 (d, J = 4.9 Hz, 6H), 2.02 (s, 3H). 13 C NMR­{ 1 H} (151 MHz, MeCN- d 3 ) δ 168.4, 149.1, 145.5, 132.8, 112.0, 111.5, 104.8, 55.6, 55.3, 23.2 …”