93148-69-7

Basic information

• Product Name: 4-(2-methylprop-1-en-1-yl)-1-tosylpiperidine
• Synonyms: 4-(2-methylprop-1-en-1-yl)-1-tosylpiperidine
• CAS NO: 93148-69-7
• Molecular Weight: 293.43
• Mol File: 93148-69-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-(2-methylprop-1-en-1-yl)-1-tosylpiperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-methylprop-1-en-1-yl)-1-tosylpiperidine(93148-69-7)
• EPA Substance Registry System: 4-(2-methylprop-1-en-1-yl)-1-tosylpiperidine(93148-69-7)

Safety Data

• Hazardous Substances Data: 93148-69-7(Hazardous Substances Data)

Upstream product

• 147636-36-0 1-[(4-methylphenyl)sulfonyl]piperidine-4-carboxylic acid 
• 119441-90-6 (2-methylprop-1-en-1-yl)zinc(II) chloride 
• 70096-79-6 bis(2-methylprop-1-en-1-yl)zinc 
• 80213-12-3 1-[(4-methylbenzene)-sulfonyl]-4-piperidinol 
• 98-59-9 p-toluenesulfonyl chloride 
• 38614-36-7 2-methylpropen-1-ylmagnesium bromide 
• 289890-80-8 4-iodo-1-[(4-methylphenyl)sulfonyl]piperidine 
• 5382-16-1 4-HYDROXYPIPERIDINE 

Relevant articles and documents

Cobalt-Catalyzed Cross-Coupling of 3- and 4-Iodopiperidines with Grignard Reagents

A cobalt-catalyzed cross-coupling between 3- and 4-iodopiperidines and Grignard reagents is disclosed. The reaction is an efficient, cheap, chemoselective, and flexible way to functionalize piperidines. This coupling was used as the key step to realize a short synthesis of (±)-preclamol. Some mechanistic investigations were conducted that highlight the formation of radical intermediates. Scaffold synthesis: A cobalt-catalyzed cross-coupling between iodopiperidines and Grignard reagents is reported (see scheme; PG=protecting group). A large variety of 3- and 4-substituted piperidines were synthesized and the method was applied to a short synthesis of (±)-preclamol. This work constitutes one of the rare examples of cross-couplings involving 3-halogeno piperidines.

Decarboxylative alkenylation

Olefin chemistry, through pericyclic reactions, polymerizations, oxidations, or reductions, has an essential role in the manipulation of organic matter. Despite its importance, olefin synthesis still relies largely on chemistry introduced more than three decades ago, with metathesis being the most recent addition. Here we describe a simple method of accessing olefins with any substitution pattern or geometry from one of the most ubiquitous and variegated building blocks of chemistry: alkyl carboxylic acids. The activating principles used in amide-bond synthesis can therefore be used, with nickel- or iron-based catalysis, to extract carbon dioxide from a carboxylic acid and economically replace it with an organozinc-derived olefin on a molar scale. We prepare more than 60 olefins across a range of substrate classes, and the ability to simplify retrosynthetic analysis is exemplified with the preparation of 16 different natural products across 10 different families.