scholarly journals One-pot synthesis of epoxides from benzyl alcohols and aldehydes

2018 ◽  
Vol 14 ◽  
pp. 2308-2312 ◽  
Author(s):  
Edwin Alfonzo ◽  
Jesse W L Mendoza ◽  
Aaron B Beeler
Keyword(s):  
One Pot ◽  
Sulfonium Salts ◽  
Benzyl Alcohols ◽  
One Pot Synthesis ◽  
Reaction Proceeds ◽  
In Situ Generation

A one-pot synthesis of epoxides from commercially available benzyl alcohols and aldehydes is described. The reaction proceeds through in situ generation of sulfonium salts from benzyl alcohols and their subsequent deprotonation for use in Corey–Chaykovsky epoxidation of aldehydes. The generality of the method is exemplified by the synthesis of 34 epoxides that were made from an array of electronically and sterically varied alcohols and aldehydes.

Highly Selective One-Pot Synthesis of Polysubstituted Isoflavanes using Styryl Ethers and Electron-Withdrawing ortho-Quinone Methides Generated In Situ

Synlett ◽  
2018 ◽  
Vol 30 (02) ◽  
pp. 189-192 ◽  
Author(s):  
Yujiro Hoshino ◽  
Kiyoshi Honda ◽  
Kenta Tanaka ◽  
Mami Kishimoto ◽  
Naoya Ohtsuka ◽  
...  
Keyword(s):  
Biologically Active ◽  
Quinone Methides ◽  
One Pot ◽  
One Pot Synthesis ◽  
Reaction Proceeds ◽  
Acidic Conditions ◽  
High Yields

A highly selective one-pot synthesis of polysubstituted isoflavanes has been developed. The reaction proceeds through the cycloaddition of methyl styryl ethers, derived from phenylacetaldehyde dimethyl acetals under acidic conditions, with electron-withdrawing ortho-quinone methides generated in situ. When phenylacetaldehyde dimethyl acetals were reacted with salicylaldehydes, the reaction proceeded smoothly to afford the corresponding isoflavanes stereoselectively in high yields and with excellent regioselectivities. The present reaction provides versatile access to functionalized isoflavanes, and constitutes a useful tool for the synthesis of biologically active molecules.

scholarly journals One-pot odourless synthesis of thioesters via in situ generation of thiobenzoic acids using benzoic anhydrides and thiourea

2015 ◽  
Vol 11 ◽  
pp. 1265-1273 ◽  
Author(s):  
Mohammad Abbasi ◽  
Reza Khalifeh
Keyword(s):  
Conjugate Addition ◽  
Alkyl Halides ◽  
Displacement Reaction ◽  
One Pot ◽  
One Pot Synthesis ◽  
Organic Halides ◽  
Nucleophilic Displacement ◽  
In Situ Generation

An efficient and odourless procedure for a one-pot synthesis of thioesters by the reaction of benzoic anhydrides, thiourea and various organic halides (primary, allylic, and benzylic) or structurally diverse, electron-deficient alkenes (ketones, esters, and nitriles) in the presence of Et3N has been developed. In this method, thiobenzoic acids were in situ generated from the reaction of thiourea with benzoic anhydrides, which were subjected to conjugate addition with electron-deficient alkenes or a nucleophilic displacement reaction with alkyl halides.

Expeditious Scalable Catalyst-Free One-Pot Synthesis of 4-Alkoxy-5-amino-3-methylthiophene-2-carbonitriles via Sequential Reactions­ of Lithiated Alkoxyallenes with Isothiocyanates and 2-Bromoacetonitrile

Synthesis ◽  
2018 ◽  
Vol 50 (09) ◽  
pp. 1891-1900 ◽  
Author(s):  
Nina Nedolya ◽  
Boris Trofimov ◽  
Olga Tarasova ◽  
Alexander Albanov
Keyword(s):  
Intramolecular Cyclization ◽  
Thiophene Ring ◽  
One Pot ◽  
One Pot Synthesis ◽  
Convenient Approach ◽  
Reaction Proceeds ◽  
Sequential Addition ◽  
In Situ Formation ◽  
Cyano Groups

A synthetically simple and convenient approach to tetrasubstituted thiophenes with rare combination of the alkoxy, amino, and cyano groups has been developed. The assembly of polyfunctionalized thiophene ring is implemented in one preparative step by sequential addition of isothiocyanate and 2-bromoacetonitrile to the lithiated (with n-BuLi) alkoxyallene. The reaction proceeds through in situ formation and intramolecular cyclization of cyanomethyl 2-alkoxy-N-buta-2,3-dienimidothioate (1-aza-1,3,4-triene).

One-pot synthesis of protected prostaglandins from alkynes and cyclopentenones. In situ generation of higher order cyanocuprates derived from alkenylzirconium intermediates

1990 ◽  
Vol 112 (20) ◽  
pp. 7441-7442 ◽  
Author(s):  
Kevin A. Babiak ◽  
James R. Behling ◽  
John H. Dygos ◽  
Kathleen T. McLaughlin ◽  
John S. Ng ◽  
...  
Keyword(s):  
Higher Order ◽  
One Pot ◽  
One Pot Synthesis ◽  
In Situ Generation

An odorless, one-pot synthesis of nitroaryl thioethers via SNAr reactions through the in situ generation of S-alkylisothiouronium salts

RSC Advances ◽  
2014 ◽  
Vol 4 (104) ◽  
pp. 59990-59996 ◽  
Author(s):  
Guo-ping Lu ◽  
Chun Cai
Keyword(s):  
Sulfur Source ◽  
One Pot ◽  
One Pot Synthesis ◽  
In Situ Generation

The synthesis of nitroaryl thioethers using thiourea as the sulfur source in water by an odorless one-pot process was disclosed.

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