Merck
  • Home
  • Search Results
  • The synthesis of benzo[f]isoindole-1,3-dicarboxylates via an i2-induced 1,3-dipolar cycloaddition reaction.

The synthesis of benzo[f]isoindole-1,3-dicarboxylates via an i2-induced 1,3-dipolar cycloaddition reaction.

The Journal of organic chemistry (2013-08-28)
Yu-Jin Li, Huan-Ming Huang, Hua-Qing Dong, Jian-Hong Jia, Liang Han, Qing Ye, Jian-Rong Gao
ABSTRACT

An I2-induced 1,3-dipolar cycloaddition reaction has been developed for the synthesis of benzo[f]isoindole-1,3-dicarboxylates from quinones and N-substituted amino esters. The reaction proceeds in good to excellent yields in one step from 3 equiv of amino ester to react with the quinone structure. The utility of this transformation has been highlighted by its use for the construction of benzo[f]isoindole-1,3-dicarboxylates, which have been identified in natural products exhibiting important biological activities.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Iodine, 99.999% trace metals basis
Sigma-Aldrich
Iodine, anhydrous, beads, −10 mesh, 99.999% trace metals basis
Sigma-Aldrich
Iodine, ≥99.99% trace metals basis
Sigma-Aldrich
Iodine, puriss., meets analytical specification of Ph. Eur., BP, USP, 99.8-100.5%
Sigma-Aldrich
Iodine, Vetec, reagent grade, 99%
Sigma-Aldrich
Iodine, ACS reagent, ≥99.8%, solid
Sigma-Aldrich
Iodine, flakes, ReagentPlus®, ≥99%
Sigma-Aldrich
Iodine, puriss., ≥99.5% (RT), particles (round)
Supelco
Iodine, ReagentPlus®, ≥99.8% (titration)
Sigma-Aldrich
Iodine, ReagentPlus®, 99.7% trace metals basis, beads, 1-3 mm