Direct Catalytic Symmetrical, Unsymmetrical N,N-Dialkylation and Cyclization of Acylhydrazides Using Alcohols.,Organic Letters

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Direct Catalytic Symmetrical, Unsymmetrical N,N-Dialkylation and Cyclization of Acylhydrazides Using Alcohols.
Organic Letters ( IF 4.9 ) Pub Date : 2020-08-06 , DOI: 10.1021/acs.orglett.0c02369
Subramanian Thiyagarajan ₁ , Chidambaram Gunanathan ₁

Affiliation

Herein, direct N,N-dialkylation of acylhydrazides using alcohols is reported. This catalytic protocol provides one-pot synthesis of both symmetrical and unsymmetrical N,N-disubstituted acylhydrazides using an assortment of primary and secondary alcohols with remarkable selectivity and excellent yields. Interestingly, the use of diols resulted in intermolecular cyclization of acylhydrazides, and such products are privileged structures in biologically active compounds. Water is the only byproduct, which makes this catalytic protocol sustainable and environmentally benign.

中文翻译：

使用醇直接催化对称，不对称的N，N-二烷基化和酰肼环化。

在本文中，报道了使用醇将酰肼直接进行N，N-二烷基化。该催化方案使用各种伯醇和仲醇，具有显着的选择性和优异的收率，可以一锅法合成对称和不对称的N，N-二取代的酰肼。有趣的是，使用二醇导致酰肼的分子间环化，并且此类产物是生物活性化合物中的优先结构。水是唯一的副产物，这使得该催化方案可持续且对环境无害。

更新日期：2020-08-21

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