(3aR)-2-(2,6-difluorophenyl)-5,10-diiodo-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione

Base Information

• Chemical Name: (3aR)-2-(2,6-difluorophenyl)-5,10-diiodo-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione
• CAS No.: 1617526-40-5
• Molecular Formula: C₂₄H₁₃F₂I₂NO₂
• Molecular Weight: 639.179

Synonyms:(3aR)-2-(2,6-difluorophenyl)-5,10-diiodo-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione

Chemical Property of (3aR)-2-(2,6-difluorophenyl)-5,10-diiodo-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione

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Technology Process of (3aR)-2-(2,6-difluorophenyl)-5,10-diiodo-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione

There total 5 articles about (3aR)-2-(2,6-difluorophenyl)-5,10-diiodo-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1-(2,6-difluorophenyl)pyrrole-2,5-dione + 9,10-diiodoanthracene (113705-11-6) → (3aR)-2-(2,6-difluorophenyl)-5,10-diiodo-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione (1617526-40-5)

Guidance literature:

With aluminum (III) chloride; In chloroform; at 20 ℃; for 1h; stereoselective reaction;

DOI:10.1021/acs.orglett.5b02487

Reference yield:

2,6-difluoroaniline (5509-65-9) → (3aR)-2-(2,6-difluorophenyl)-5,10-diiodo-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione (1617526-40-5)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether

2: acetic anhydride; sodium acetate / 90 °C

3: 120 h / 110 °C

With sodium acetate; acetic anhydride; In diethyl ether; 3: |Diels-Alder Cycloaddition;

DOI:10.1039/c4ob01052c

Reference yield:

C10H7F2NO3 (658072-12-9) → (3aR)-2-(2,6-difluorophenyl)-5,10-diiodo-3a,4,11,11a-tetrahydro-1H-4,11-ethenonaphtho[2,3-f]isoindole-1,3(2H)-dione (1617526-40-5)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride; sodium acetate / 90 °C

2: 120 h / 110 °C

With sodium acetate; acetic anhydride; 2: |Diels-Alder Cycloaddition;

DOI:10.1039/c4ob01052c

upstream raw materials:

9,10-diiodoanthracene

2,6-difluoroaniline

C₁₀H₇F₂NO₃

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