Abstract A straightforward and convenient method for the one‐pot synthesis of thioamides has been developed by using a three‐component reaction involving readily available benzyl chlorides, amines, and elemental sulfur. A variety of thioamides were synthesized in satisfactory yields (up to 88 %). This approach was scalable and tolerated a wide range of functional groups on the aromatic ring. It was also compatible with some heterocycle substrates, provided efficient and practical access to thioamides. No transition metals or external oxidants were required in the reaction. A plausible mechanism is also proposed on the basis of some control experiments.

Reaction conditions

10.1002/ajoc.201600385

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Citations (17)

Catalyst-Free Synthesis of 2-Arylbenzothiazoles in an Air/DMSO Oxidant System

Synlett (2016)

Shiqing Han Renhe Hu Xiaotong Li Yao Tong Dazhuang Miao

A straightforward strategy for the synthesis of 2-arylbenzothiazoles from 2-aminothiophenol and aryl aldehydes in air/DMSO oxidant system has been developed. This reaction is operationally simple, proceeds without catalysts, tolerates a wide range of functionalities, and provides desired products in good to excellent yields.

10.1055/s-0035-1561575

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Citations (25)

One-Pot Base-Mediated Synthesis of Functionalized Aza-Fused Polycyclic Quinoline Derivatives

Synthesis (2015)

Shiqing Han Zengqiang Jiang Dazhuang Miao Yao Tong Qiang Pan

A new one-pot protocol has been developed for the facile and efficient synthesis of aza-fused polycyclic quinolines (e.g., pyrrolo[1,2-a]quinolines) by the base-catalyzed reaction of 2-formylpyrroles and 2-halophenylacetonitriles. This reaction proceeded under transition metal-free conditions and showed high functional group tolerance, with the desired products being formed in good yields.

Quinoline

Functional group

Base (topology)

Reaction conditions

10.1055/s-0034-1380506

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Citations (13)

ChemInform Abstract: One‐Pot Base‐Mediated Synthesis of Functionalized Aza‐Fused Polycyclic Quinoline Derivatives.

ChemInform (2015)

Zengqiang Jiang Dazhuang Miao Yao Tong Qiang Pan Xiao‐tong Li

Abstract The polycyclic quinoline derivatives are synthesized from 2‐halophenylacetonitriles and 2‐formylpyrroles [e.g. (II)], 2‐formylindoles (VI), or other nitrogen heterocycle derivatives [e.g. (VIII) and (X)].

Quinoline

Base (topology)

10.1002/chin.201549163

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Citations (0)

An efficient route for the synthesis of benzimidazoles via a hydrogen-transfer strategy between o -nitroanilines and alcohols

Tetrahedron Letters (2016)

Xiaotong Li Renhe Hu Yao Tong Qiang Pan Dazhuang Miao

Functional group

Reaction conditions

Benzimidazole

Transfer hydrogenation

10.1016/j.tetlet.2016.09.018

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Citations (27)

S₈‐Mediated Cyclization of 2‐Aminophenols/thiophenols with Arylmethyl Chloride: Approach to Benzoxazoles and Benzothiazoles

Chemistry - An Asian Journal (2016)

Haifeng Gan Dazhuang Miao Qiang Pan Renhe Hu Xiaotong Li

A metal-free approach to benzazoles from arylmethyl chlorides and 2-mercaptan/2-hydroxyanilines using elemental sulfur as a traceless oxidizing agent has been developed. The reactions proceeded in good to excellent yields, exhibiting good functional groups tolerance and gram-scale ability. A key mechanistic investigation indicated that the key intermediate trisulfide 6, which was characterized by NMR, HRMS and crystal X-ray crystallography, was separated in the reaction prior to the formation of the product.

Oxidizing agent

Functional group

10.1002/asia.201600355

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Citations (33)

One-pot copper-catalyzed synthesis of 2-substituted benzothiazoles from 2-iodoanilines, benzyl chlorides and elemental sulfur

Tetrahedron Letters (2017)

Yang Zhao Renhe Hu Xiaotong Li Xin Wang Ren Gu

Methylene

10.1016/j.tetlet.2017.05.004

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Citations (30)