Waters q tof premier

NMR spectra were obtained on Bruker AV-400
MHz and AV-600 MHz spectrometers. The ¹H NMR chemical shifts
were measured relative to CDCl₃ or DMSO-d₆ as the internal reference (CDCl₃: δ
= 7.26 ppm; DMSO-d₆: δ = 2.50 ppm).
The ¹³C NMR chemical shifts were given using CDCl₃ as the internal standard (CDCl₃: δ = 77.16 ppm;
DMSO-d₆: δ = 39.52 ppm). High-resolution
mass spectra (HRMS) were obtained with a Waters-Q-TOF-Premier (ESI).
Unless otherwise noted, all reagents were obtained from commercial
suppliers and used without further purification.
Unless otherwise
noted, all reagents were obtained from commercial suppliers and used
without further purification. PivOD (>95% deuterium incorporation
by 1H NMR analysis)^{20 (link)} and 2-deuterated
benzo[b]thiophene (>95% deuterium incorporation
by ¹H NMR analysis)^{21 (link)} were prepared
according to the literature procedures. Ultradry solvents including N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO),
isopropanol (IPA), 1,2-dichloroethane (DCE), and 1,4-dioxane were
purchased from J&K Scientific. Tetrahydrofuran (THF) and methyl tert-butyl ether (MTBE) were dried by refluxing over Na
and freshly distilled prior to use.

NMR spectra
were obtained on Bruker AV-400
and AV-600 MHz spectrometers. The ¹H NMR chemical shifts
were measured relative to CDCl₃ or DMSO-d₆ as the internal reference (CDCl₃: δ
= 7.26 ppm; DMSO-d₆: δ = 2.50 ppm).
The ¹³C NMR chemical shifts were given using CDCl₃ as the internal standard (CDCl₃: δ = 77.16 ppm;
DMSO-d₆: δ = 39.52 ppm). Melting
points were determined with XRC-1 and uncorrected. High-resolution
mass spectra (HRMS) were obtained with a Waters-Q-TOF-Premier (ESI).
Unless otherwise noted, all reagents were obtained from commercial
suppliers and used without further purification. Thiophene 1,1-dioxide
derivatives were prepared according to the literature procedures.^{15 (link)} Arylboronic acids were purchased from Energy
Chemical. DCE, DMF, and DMSO were dried by refluxing over CaH₂. Toluene and 1,4-dioxane were dried by refluxing over Na
and freshly distilled prior to use.