Nitrogen heterocycles are valuable components in medicinal and bioorganic chemistry. A concise and an economical approach for the assembly of nitrogen heterocyles, employing relatively inexpensive and non-toxic copper(II) chemistry, will be presented. An example of this intramolecular carboamination protocol is depicted in equation 1. We have previously reported that copper(II) acetate promotes oxidative cyclization of arylsulfonyl-o-allylanilines to produce tetracycles. In attempt to further generalize this carboamination of olefins, we have developed a highly diastereoselective oxidative cyclization which leads to the rapid assembly of hexahydrobenz[f]indoles (eq 2). The scope and application of this new carboamination methodology will be discussed.