Synthesis of 2H-Indazoles via Tandem Palladium-Catalyzed Deacylative Cross-Coupling and Denitrogenative Cyclization of 2-Iodoazoarenes and 2-Iodoaryltriazenes with Acyldiazoacetates in One-Pot

  • Yong, Woo-Soon
  • Park, Sangjune
  • Yun, Hyunsik
  • Lee, Phil Ho
Citations

WEB OF SCIENCE

36
Citations

SCOPUS

35

초록

A synthetic method to prepare a wide range of 2H-indazoles was developed via a tandem palladium-catalyzed deacylative cross-coupling reaction of 2-iodoazoarenes and 2-iodoaryltriazenes with acyldiazoacetates and denitrogenative cyclization reaction of in situ generated diazoacetates having azoaryl and triazenylaryl moieties in one-pot. Additionally, azoaryl-substituted diazoacetates underwent palladium-catalyzed denitrogenative cyclization to produce 2H-indazoles. The present reaction is a good example in which a Pd(0)-catalyst is involved in two catalytic cycles in one-pot.

키워드

diazoacetates2H-indazoles2-iodoazoarenespalladium catalysistandem reactionsN BOND FORMATIONC-H FUNCTIONALIZATIONSULFONYL AZIDES1,3-DIPOLAR CYCLOADDITIONDIAZO-COMPOUNDSAZOBENZENESHYDROAMINATIONS1H-INDAZOLESEFFICIENTALKYNES
제목
Synthesis of 2H-Indazoles via Tandem Palladium-Catalyzed Deacylative Cross-Coupling and Denitrogenative Cyclization of 2-Iodoazoarenes and 2-Iodoaryltriazenes with Acyldiazoacetates in One-Pot
저자
Yong, Woo-SoonPark, SangjuneYun, HyunsikLee, Phil Ho
DOI
10.1002/adsc.201600351
발행일
2016-06-16
유형
Article
저널명
Journal für Praktische Chemie
358
12
페이지
1958 ~ 1967