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Synthesis and Versatile Utilization of 2‐Pyridyl and Pyrimidyl‐Related Reagents
Author(s) -
In Lee Jae
Publication year - 2020
Publication title -
bulletin of the korean chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.237
H-Index - 59
ISSN - 1229-5949
DOI - 10.1002/bkcs.12061
Subject(s) - chemistry , thio , moiety , thiourea , reagent , acylation , organic chemistry , phosgene , catalysis
Active (thio)esters and amides were prepared from carboxylic acids and several reagents containing 2‐pyridyl or pyrimidyl moiety. Active (thio)carbonates, thionocarbonate, and thiourea were prepared from (thio)phosgene and 2‐hydroxypyridine or 2‐mercaptopyridine. The acylation of active (thio)esters and amides containing 2‐pyridyl or pyrimidyl groups with various organometallics afforded ketones, aldehydes, esters, amides, and β‐keto esters. The alkoxycarbonylation of active (thio)carbonates with Grignard reagents and amines afforded esters and carbamates, respectively. Active di(thiono)carbonates and thiourea containing the 2‐pyridyl or pyrimidyl moiety have been used in the dehydration of carboxylic acids/alcohols or aldoximes, dehydrosulfurization of thioureas, and (thio)carbonyl transfer of diols or amines to produce esters or nitriles, carbodiimides, cyclic carbonates or isothiocyanates, respectively.