Rh(iii)-catalyzed, hydrazine-directed C-H functionalization with 1-alkynylcyclobutanols: A new strategy for 1: H -indazoles
Rh(iii)-catalyzed coupling of phenylhydrazines with 1-alkynylcyclobutanols was realized through a hydrazine-directed C-H functionalization pathway. This [4+1] annulation, based on the cleavage of a Csp-Csp triple bond in alkynylcyclobutanol, provides a new pathway to prepare diverse 1H-indazoles under mild reaction conditions. This journal is
A Versatile, Traceless C-H Activation-Based Approach for the Synthesis of Heterocycles
A versatile, traceless C-H activation-based approach for the synthesis of diversified heterocycles is reported. Rh(III)-catalyzed, N-amino-directed C-H alkenylation generates either olefination products or indoles (in situ annulation) in an atom- and step-economic manner at room temperature. The remarkable reactivity endowed by this directing group enables scale-up of the reaction to a 10 g scale at a very low catalyst loading (0.01 mol %/0.1 mol %). Ex situ annulation of olefination product provides entry into an array of heterocycles.
Zhou, Shuguang,Wang, Jinhu,Zhang, Feifei,Song, Chao,Zhu, Jin
supporting information
p. 2427 - 2430
(2016/06/09)
Ruthenium(II)-Catalyzed Traceless C?H Functionalization Using an N?N Bond as an Internal Oxidant
A previously elusive RuII-catalyzed N?N bond-based traceless C?H functionalization strategy is reported. An N-amino (i.e., hydrazine) group is used for the directed C?H functionalization with either an alkyne or an alkene, affording an indole derivative or olefination product. The synthesis features a broad substrate scope, superior atom and step economy, as well as mild reaction conditions.
Zhou, Shuguang,Wang, Jinhu,Chen, Pei,Chen, Kehao,Zhu, Jin
supporting information
p. 14508 - 14512
(2016/10/03)
SIMPLE PREPARATION OF N-ALKYL-N-ARYLHYDRAZINES FROM DIAZOTABLE N-ARYLAMINES
Phase-Transfer-catalyzed N-alkylation of arylhydrazones 2, followed by hydrazinolysis with hydrazine hydrate in the presence of concentrated hydrochloric acid, provides a new access to N-alkyl-N-arylhydrazines 3.
Gonzalez, Asensio
p. 1225 - 1230
(2007/10/02)
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