Accounts and Rapid Communications in SYNLETT Synthetic Organic Chemistry SUPPORTING INFORMATION

Thieme

Supporting information

CuI-Catalyzed Cross-Coupling Reaction of (E)-Vinyl Bromides with

Nitrogen-Containing Heterocycles

Jincheng Maoa,*, Qiongqiong Huab, Jun Guoa, Daqing Shia,b, Shunjun Jia

a Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry and

Chemical Engineering, Suzhou (Soochow) University, Suzhou 215123, P. R. China

b Department of Chemistry, Xuzhou Normal University, Xuzhou 221116, P. R. China

* Corresponding author: Tel: +86-512-65880403; Fax: +86-512-65880089

E-mail: jcmao@suda.edu.cn

General experimental: All reactions were carried out under an argon atmosphere

condition. Solvents were dried and degassed by standard methods and all

nitrogen-containing heterocycles and aryl halides were purchased from Aldrich and

Alfa. Vinyl bromides and chlorides were synthesized according to the known

references.24, 26 Flash column chromatography was performed using silica gel

(300-400 mesh). Analytical thin-layer chromatography was performed using glass

plates pre-coated with 200-400 mesh silica gel impregnated with a fluorescent

indicator (254 nm). Melting points were determined using a standard melting point

apparatus and are uncorrected. NMR spectra were measured in CDCl3 on a Varian

Inova-400 NMR spectrometer (400 MHz or 300 MHz) with TMS as an internal

reference. Products were characterized by comparison of 1H, 13C NMR and HRMS

data with that in the literatures. High resolution mass spectra (HRMS) were measured

with EI.

1H and 13C NMR data for the compounds (1-21):

-S2-

-S3-

-S4-

-S5-

-S6-

-S7-

-S8-

-S9-

-S10-

-S11-

-S12-

-S13-

-S14-

-S15-

-S16-

-S17-

-S18-

-S19-

-S20-

-S21-

-S22-

HRMS spectra for the corresponding products (1-17):

-S23-

-S24-

-S25-

-S26-

-S27-

-S28-

-S29-

-S30-

-S31-

-S32-

-S33-

-S34-

-S35-

-S36-

-S37-

-S38-