Synthesis 2007(12): 1833-1836  
DOI: 10.1055/s-2007-983711
PAPER
© Georg Thieme Verlag Stuttgart · New York

Efficient Higher-Order Cycloaddition Reactions of 8,8-Dicyanoheptafulvene with Dienes

Vijay Nair*a,b, K. Gopalakrishnan Abhilasha, Akkattu T. Bijua, Eringathodi Sureshc
a Organic Chemistry Section, Regional Research Laboratory (CSIR), Trivandrum 695019, India
Fax: +91(471)2491712; e-Mail: vijaynair_2001@yahoo.com;
b Jawaharlal Nehru Centre for Advanced Scientific Research, Bangalore 560064, India
c Central Salt and Marine Chemicals Research Institute (CSIR), Bhavnagar 364002, India
Further Information

Publication History

Received 13 March 2007
Publication Date:
08 June 2007 (online)

Abstract

The cycloaddition reactions of 8,8-dicyanoheptafulvene with electron-rich dienes afforded the higher order cycloaddition products in excellent yields. With cyclic dienes as well as dimeth­oxybutadiene the [8+2] adducts were obtained exclusively. With methyl- and dimethylbutadienes the [6+4] adducts were the only products isolated.