The C-C/C-N/C-O Cross Coupling Reactions Of Pyrimidinyl Tosylates

In recent years, sulfonates, which are as interesting electrophiles, have beenaroused increasing attention in modern cross-coupling reactions. Sulfonates have itsown advantages compared with aryl halides/triflates. For example, the materials canbe prepared from inexpensive sulfuryl chlorides. Furthermore, they are stable andrecrystallized. It is not only a supplement to the existing system, but the alternative toachieve other reactions.This thesis reviewed the recent advances in the sulfonates involved cross-couplingreactions. The C-O, C-N, C-C coupling reactions between sulfonate and a variety ofnucleophiles have been examined successfully. Meanwhile, a series ofmultisubstituted pyrimidine/pyridine derivatives were synthesized, which provides anovel procedure for synthesizing and modifying pyrimidine/pyridine derivatives. Themain thesis is summarized as follows:1The recent advances in the sulfonates involved cross coupling reactions werereviewed.2A wide array of C2-functionalized pyrimidines/pyridines were achieved by usingcross-coupling reaction of pyrimidinyl/pyridinyl sulfonates with arylboronicacids/terminal alkynes under the Pd(OAc)2catalyzed Suzuki/Sonogashira conditions.The compounds were confirmed by1H NMR、13C NMR and HRMS. It is worthnoting that the desired compounds, which increases the diversity of the molecule andcan allow the preparation of other interesting librarie.3Pyrimidinyl sulfonates were coupled with phenols and anilines to give a widearray of2-aryloxy-and2-arylaminopyrimidines in good to excellent yields undermild reaction conditions. The compounds were confirmed by1H NMR、13C NMR andHRMS.