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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: hosun11 on December 20, 2014, 08:12:54 AM

Title: Aniline+Furan=..?
Post by: hosun11 on December 20, 2014, 08:12:54 AM

Hello, I am unable to find what reaction occurs when an aniline reacts with furan.

Could someone share their knowledge please? Thanks :)

Title: Re: Aniline+Furan=..?
Post by: orgopete on December 20, 2014, 08:40:55 AM

Off the top of my head, I'd say they don't react. Why would you think they do?

If additional reagents are present (or heat or light), that would be a different question.

Title: Re: Aniline+Furan=..?
Post by: hosun11 on December 20, 2014, 09:19:31 AM

It is a question from the previous year's exam, a fill-in-the-blank type of question.

The first blank asks for the product of bromobenzene and KNH2, so I put aniline.  The second reaction arrow shows furan and asks for product... Perhaps aniline is not the right answer?  Thank you in advance !

Title: Re: Aniline+Furan=..?
Post by: discodermolide on December 20, 2014, 10:45:17 AM

How about formation of benzyne which then does a Diels-Alder reaction with furan. Could you draw the product I'm talking about?